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Copper-Catalyzed Oxyfluorosulfonylation of β,γ-Unsaturated Oximes with Sulfur Dioxide and Selectfluor for Isoxazoline-Functionalized Aliphatic Sulfonyl Fluorides J. Org. Chem. (IF 3.3) Pub Date : 2024-09-19 Hui-Jie Du, Lin Qi, Zhi-Min Yan, Jia-Li Liu, Wei Li, Li-Jing Wang
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Synthesis of Diverse N-Trifluoromethyl Pyrazoles by Trapping of Transiently-Generated Trifluoromethylhydrazine J. Org. Chem. (IF 3.3) Pub Date : 2024-09-19 Bao Li, Fenglei Xie, Rui Zhang, Yaoyi Wang, Vijaya B. Gondi, Christopher R. H. Hale
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Nickel-Catalyzed, Aminoquinoline-Directed Chemo- and Regioselective Carboamination of Unactivated Olefins with Organoboronic Acids and Anthranils J. Org. Chem. (IF 3.3) Pub Date : 2024-09-19 Zhongke Xie, Yushan Cui, Jiale Xing, Yang Gao, Yanping Huo, Xianwei Li, Qian Chen
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Mn-Catalyzed Aerobic Oxidative α-Cyanation of Tertiary Amines Using Azo/Hydrazide Redox J. Org. Chem. (IF 3.3) Pub Date : 2024-09-19 Su Been Kim, Gayeong Park, Eun Sun Park, Santanu Maiti, Jinho Kim
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NCS-Mediated Direct C(sp3)–H Oxygenation of 2-Methylindoles Using Water as the Oxygen Source J. Org. Chem. (IF 3.3) Pub Date : 2024-09-19 Fan Zhang, Yuling Luo, Xiaoyi Liu, Yaoyao Liu, Jun Xu
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1O2 and Base Assisted Oxidative Conversion of β-Enaminoesters to α-Acyloxy-β-ketoesters under Visible Light Irradiation J. Org. Chem. (IF 3.3) Pub Date : 2024-09-19 Rohit Kumar, Deepak, Nidhi Jain
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Acid-Promoted Amination of Cyclohexenone for the Divergent Synthesis of p-Aminophenols and Tertiary Amines J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Li Liu, Jun Li, Ya Chen, Shanping Chen, Fuhong Xiao, Guo-Jun Deng
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Synthesis of 2,3-Benzobicyclo[3.3.1]non-2-enes via a Cascade of Domino Carbocation Migration/Interrupted Ritter Reaction and Dienone-Phenol Rearrangement J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Zhiwei Sun, Chuanjun Song, Yonggang Meng, Yingchao Dou
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Remote Functionalization of Inert C(sp3)–H Bonds via Dual Catalysis Driven by Alkene Hydrofluoroalkylation Using Industrial Feedstocks Org. Lett. (IF 4.9) Pub Date : 2024-09-19 Yan He, Kang-Jie Bian, Peng Liu, Chen-Hui Jiang, Ruo-Xing Jin, Julian G. West, Xi-Sheng Wang
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Construction of Lactones via Ligand-Enabled Ni-Catalyzed Alkene Hydroxylarylation/Lactonization Org. Lett. (IF 4.9) Pub Date : 2024-09-19 Dao-Ming Wang, Yu-Qing He, Yichen Wu, Yong Tang, Peng Wang
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Photocatalytic Synthesis of α-Ketonyl Glycosyl Compounds from Glycosyl Thiols and Silyl Enol Ethers Org. Lett. (IF 4.9) Pub Date : 2024-09-19 Lifu Hu, Ruining Li, Yunqi Liu, Junliang Zhou, Zhankui Sun
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Regioselective Cleavage and Reconfiguration of C–S Bonds with Diazo Compounds Org. Lett. (IF 4.9) Pub Date : 2024-09-19 Huan Li, Zhimin Xia, Lewan Li, Jie Zeng, Jian Lv, Haifeng Wang, Shuangxi Gu, Fener Chen
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Stereoselective Approach to the Core Structure of (+)-Phainanoid A via Strategically Engineered Cascade Polyene Cyclization Org. Lett. (IF 4.9) Pub Date : 2024-09-18 Bo Keun Jeon, So Yong Cho, Duck Hyung Lee
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Copper(0)-Catalyzed Reductive Coupling of Disulfurating Reagents and (Hetero)aryl/Alkyl Halides Org. Lett. (IF 4.9) Pub Date : 2024-09-18 Wang Chen, Jiuwen Xu, Weidong Rao, Shu-Su Shen, Zhao-Ying Yang, Lutz Ackermann, Shun-Yi Wang
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BiX3-Mediated Hydrohalogenations of HDDA Benzynes: An Approach to Polycyclic Aryl Halides Org. Lett. (IF 4.9) Pub Date : 2024-09-18 Siddique Khan, Beeraiah Baire
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The general method for E-selective olefination of acylsilanes with isocyanides via silver catalysis Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-19 Xiu-Xia Liang, Dan-Ni Yang, Xiao-Hui Yan, Peng Wang, Man-Yi Han
Trisubstituted alkenes are valuable intermediates in synthetic organic chemistry. The olefination of acylsilanes is expected to be a useful method for preparing trisubstituted alkenes with a silyl substituent. However, only a few studies exist on this process. Here, a silver-catalyzed olefination reaction between acylsilanes and isocyanides is developed, resulting in E-vinylsilanes with good yields
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Design, Synthesis and Application of Bipyridine-N,N’-dioxides Catalysts in Asymmetric Synthesis of Chiral Cyclopropanes Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-18 Xiaoying Cao, Xue Tian, Minmin liu, Shi-Wu Li
A novel type of highly efficient chiral C2-symmetric bipyridine-N,N’-dioxides ligands prepared from L-octahydroindole-2-carboxylic acid and successfully applied in the synthesis of optically pure 1,2,3-trisubstituted cyclopropanes employing sulfoxonium ylides with α,β-unsaturated 2-acyl imidazoles has been developed, affording the corresponding adducts in 88-98% yields with up to 99% enantioselectivity
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A DFT Mechanistic Study on the Aza-Aldol Reaction of Boron Aza-Enolates: Relative Stability of Six-Membered Transition State and Its Relevance to the Coordination Mode of the Leaving Group J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Sho Miyakawa, Ray Miyazaki, Tomoya Miura, Jun-ya Hasegawa
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Stereoselective Synthesis of Maralixibat via VO(acac)2/Schiff Base-Catalyzed Asymmetric Oxidation of Its Sulfide Intermediate J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Ziyu Peng, Mercy Mpofo, Zheng Jie, Long Ye
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One Pot Synthesis of C3-Sulfurized Imidazolo [1,2-a] Pyridines J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Ya-Dan Zhang, Zhi-Peng Guan, Zhi-Bing Dong
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Spokewise Total Syntheses of Four Erythrina Alkaloids and Telescoped Syntheses of Six Additional Alkaloids J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Yue-Hong Hu, Zhang-Yan Gan, Qin-Tong Li, Yu-Ting Chen, Meng-En Chen, Ling-Hui Zhang, Jin-Chi Zou, Fu-Min Zhang
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Deciphering Asymmetric Brønsted Base-Aminocatalytic Mode in Pudovik/[1,2]-Phospha-Brook Rearrangement/Michael Cascade Reaction J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Ravneet Kaur, Saurabh Singh Rautela, Mubarik Ali, Ravi P. Singh
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Copper-Catalyzed α-Alkylation of Aryl Acetonitriles with Benzyl Alcohols J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Marianna Danopoulou, Leandros P. Zorba, Athanasia P. Karantoni, Demeter Tzeli, Georgios C. Vougioukalakis
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Synthesis of α,α-Difluoromethylene Amines from Thioamides Using Silver Fluoride J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Haixia Song, Qin Wang, Xiaoying Wang, Yu Pan, Jing Li, Xin-Hua Duan, Mingyou Hu
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Polynitro-1,2,4-triazole Energetic Materials with N-Amino Functionalization J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Xinyang Lu, Xiangyang Lin, Haifeng Huang, Jun Yang
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Base-Promoted One-Pot Strategy for Expeditious Assembly of Highly Functionalized Benzocoumarin Derivatives J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Fataneh Rakaee, Morteza Shiri, Behnaz Farajpour, Serveh Majedi, Mahsa Seraj, Fatemeh Moradkhani, Salman Taheri, Mohammad Reza Sadeghi-Dolatabadi, Soma Majedi
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Syntheses of Phosphonylated Pyrido-Dihydrofurans by Regioselective 5-Exo-dig Addition to Carbon–Carbon Triple Bond Catalyzed by AgNO3 J. Org. Chem. (IF 3.3) Pub Date : 2024-09-17 Xingyu Tu, Bo Jiang, Hongming Fang, Yiyang Qiao, Zhiwei Miao
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Cu/Pd-Catalyzed Tandem Carbonylative Synthesis of Ester-Containing 3,4-Dihydroquinolin-2(1H)-one Derivatives from Alkyne-Tethered α-Bromocarbonyls J. Org. Chem. (IF 3.3) Pub Date : 2024-09-17 Jiajun Zhao, Jianwei Wang, Shangyuan Wang, Jun Ying
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Reactivities of N-Nitrosamines against Common Reagents and Reaction Conditions Org. Process Res. Dev. (IF 3.1) Pub Date : 2024-09-18 George A. Hodgin, Michael J. Burns, Benjamin J. Deadman, Christopher S. Roberts, King Kuok Mimi Hii, Bao N. Nguyen
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Organocatalytic Asymmetric Tandem Reaction of Indene-Based Dienes for the Synthesis of Enantioenriched Spirodihydrofluorenes and Fluorenylamine-ketoximes Containing Axial Elements Org. Lett. (IF 4.9) Pub Date : 2024-09-18 Wen-Li Xu, Yu-Han Zhang, Jing-Ru Yuan, Di Jing, Cheng-Yang Tang, Chuan-Bao Zhang, Qiu-Xia Han, Ji-Ya Fu
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Quaternary Chiral Phthalides Enabled by Dirhodium(II)/Phosphine Catalyzed Asymmetric Carbonyl Addition Cascade Org. Lett. (IF 4.9) Pub Date : 2024-09-18 Shuming Zhan, Heng Xu, Biqiong Hong, Zhenhua Gu
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Construction of Nitrogen-Rich Energetic Isomers Containing Multiple Hydrogen Bond Networks Org. Lett. (IF 4.9) Pub Date : 2024-09-18 Hanghong Fan, Jie Tang, Caijin Lei, Wei Hu, Hongwei Yang, Chuan Xiao, Guangbin Cheng
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Regiocontrollable B(2/3)–H Alkenylation of nido-Carboranes Org. Lett. (IF 4.9) Pub Date : 2024-09-18 Ping Li, Jiayi Yang, Jiayi Zeng, Shuqing Miao, Ran Fang, Jian Lu, Ju-You Lu
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Energy-Barrier-less Synthesis of Hexaaza-trifuranacyclopentadecaphane-hexaene at Ambient Temperature Org. Lett. (IF 4.9) Pub Date : 2024-09-18 Arvind Singh Chauhan, Ajay Kumar, Rohit Bains, Mahender Kumar, Navneet Sharma, Kousik Giri, Pralay Das
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Rotaxane Formation from Borate Ion-Containing Crown Ether and Ammonium Ion: Enhancement of Their Association through Ion-Pairing Org. Lett. (IF 4.9) Pub Date : 2024-09-18 Takumi Takizawa, Kento Ohtani, Masaya Naito, Shinobu Miyagawa, Yuji Tokunaga
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Photoredox-Catalyzed Phosphine-Mediated Successive Deoxygenation of Sulfonyl Oxime Salts Enables Anti-Markovnikov Hydrothiolation of Alkenes Org. Lett. (IF 4.9) Pub Date : 2024-09-17 Zhen-Zhen Xie, Cong Huang, Jie Gao, Ke-Yi Deng, Yong-Qing Ye, Hao-Yue Xiang, Kai Chen, Hua Yang
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Asymmetric Synthesis of Chiral Cyclopropanes from Vinyl Sulfoxonium Ylides Catalyzed by a Chiral-at-Metal Rh(III) Complex Org. Lett. (IF 4.9) Pub Date : 2024-09-17 Xiaoting Xie, Zhifei Zhao, Jun Wang, Shi-Wu Li
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A pillar[5]arene-based three-component supramolecular copolymer for the fluorescence detection of spermine Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-18 Martina Mazzaferro, Daniele Crisafulli, Francesca Mancuso, Marco Milone, Fausto Puntoriero, Anna Irto, Salvatore Patanè, Valentina Greco, Alessandro Giuffrida, Ilenia Pisagatti, Anna Notti, Melchiorre F. Parisi, Giuseppe Gattuso
The supramolecular polymerization of a bis-pillar[5]arene dicarboxylic acid monomer (H) in the presence of a mixture of complementary bis-guests –1,12-dodecanediyl-bis-1,1′-1H-imidazole (G1) and bis-N,N'-(6-(1H-imidazole)decyl)-perylene bisimide (G2)– produces an AA/BB-type supramolecular copolymer H/G1/G2 that retains the properties of the parent bi-component systems, that is, H/G1 solubility and
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Catalyst-Free C-H Methylation of Heteroarenes Enabled by Electron Donor-Acceptor Complex Photoactivation Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-18 Jiayang Wang, baoer shao, Hai Xia Ge, Huiyu Xue, Xiangyuan Ding, Yuqi Li, Peiyao Sheng
An efficient, additive- and catalyst -free, visible-light-driven radical C-H methylation of heteroarenes (including quinoxalinones, pyrazinones, quinolinones and coumarins) utilizing readily available methylamines as the methyl source has been developed. The transformation possesses the advantages of operational simplicity, mild reaction conditions and broad substrate scope. Mechanistic studies disclosed
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Theoretical Insights into Pd-Catalyzed Dual γ-1,1-C(sp3)–H Activation of Aliphatic Carboxylic Acids: Mechanistic Pathways, Substituent Influence on Product Selectivity, Diastereoselectivity, and Additive Effects Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-18 Jiaoyang Liu, Li-Juan Huang, Zeang Sun, Juan Li
Employing density functional theory (DFT) calculations, the study meticulously analyzes the mechanistic details of the Pd-catalyzed dual-γ-1,1-C(sp3)–H activation of aliphatic carboxylic acids. To explore the intrinsic nature of double C(sp3)–H in aliphatic carboxylic acids, we compared the reaction mechanisms of two coupling agents: allyl alcohol and methyl acrylate. The calculations indicated that
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Well-Defined Chiral Dinuclear Copper-Catalyzed Tandem Asymmetric Propargylic Amination-Carboxylative Cyclization Sequence to Chiral 2-Oxazolidinone Derivatives Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-18 Yu Lan, Peng Liu, Zekai Fang, Lili Shao, Qilong Cai, Xiaoming Wang
We report a novel strategy for the synthesis of chiral 2-oxazolidinones via a dinuclear copper-catalyzed asymmetric propargylic amination-carboxylative cyclization sequence of propargylic esters with nucleophilic alkyl amines under ambient pressure of carbon dioxide. A variety of chiral 2-oxazolidinones featuring an exocyclic methylene moiety was obtained in good yields with high enantioselectivities
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Visible light-induced aerobic photooxidative cleavage of C(sp3)–C(sp2) σ-bonds of allylarenes Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-18 Jinyu Tang, Xi Zhao, Jinxuan Ni, Yanping Huo, Yang Gao, Xianwei Li, Yan Liu, Keiji Maruoka, Qian Chen
The development of the C–C bond cleavage of allylarenes is of vital importance. However, the cleavage of C(sp3)–C(sp2) σ-bonds has been rarely reported previously. Herein, we disclose an efficient and green photooxidative cleavage of C(sp3)–C(sp2) σ-bonds of allylarenes under the irradiation of blue LEDs using anthraquinone (AQ) as the photocatalyst and eco-friendly molecular oxygen (O2) as the sole
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Asymmetric Synthesis of (Aza)flavanones by the Evolution of CarOx Ligands Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-18 Juan Yang, Wenlong Kong, Mingxin Chang, JIxing Lai, Shengkun Li
Amino-pyridine-oxazoline (NHPyOx) is conceived as an unprecedented model via the core-emulating optimization of CarOx ligands. The facile and programmable modifiability led to a new ligand-repertoire for Pd catalyzed Hayashi-Miyaura coupling of arylboronic acids with 4-quinolones or electron-deficient chromones (>35 examples, up to 97% yield, 97% ee)
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Chiral synthetic unprecedented spiro[indoline-2,3'-thiophen]-3-ones via organocatalytic asymmetric sulfa-Michael/aldol cascade reaction Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-18 Mao Zhang, XingHai Fei, Gui-Ping Yang, Lin Cheng, Wen-Jie Li, Ming-Liang Rao, Meng Zhou, Chong Zhao, Bin He, Yong-Long Zhao
An asymmetric sulfa-Michael/aldol cascade reaction of 2-ylideneoxindoles with 1,4-dithiane-2,5-diol catalyzed by squaramide derived from cinchona was first developed to realize the chiral synthesis of unprecedented C2-spirooxindoles with a 3-amine-tetrahydrothiophene moiety incorporated a spiro hetero-quaternary carbon center and three consecutive chiral centers (30 examples; up to 95% yields, >20:1
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Photoredox copper-catalyzed regioselective syntheses of allenols via HAT-mediated propargyl radical generation Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-18 Wenyao Li, Hao Yu, Shengming Ma
Selectivity control of the reactions of propargylic and/or allenylic radicals remains particularly elusive. Here, a visible light-mediated Cu-catalyzed protocol for the highly selective syntheses of tri- and tetra-substituted allenols from alkynol derivatives has been developed. Synthetic potentials of the products have been demonstrated. The control experiments, Stern-Volmer quenching, and cyclic
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Synthesis of annulated rosarins via iminium activation Org. Chem. Front. (IF 4.6) Pub Date : 2024-09-14 Duong D. Nguyen, Jorge Labella, Marta Gómez-Gómez, Tomás Torres, Jonathan L. Sessler
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Unexpected E-to-Z Isomerizations during the Negishi-Type Homocoupling of E-Iodoalkenes J. Org. Chem. (IF 3.3) Pub Date : 2024-09-17 Fernanda A. Crovara, Josep Martí, Anna M. Costa, Jaume Vilarrasa
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Manganese(III) Triacetate-Mediated Cross Coupling of Organoboron Compounds with Trichloroethylene (TCE): Synthesis of 1,1-Dichloroalkenes J. Org. Chem. (IF 3.3) Pub Date : 2024-09-17 Liu Xiao, Zhiyuan Xu, Huan Li
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Indium-Mediated Preparation of Bis(α-hydroxyallenes) or α,α′-Dihydroxyallenynes and Further Gold-Catalyzed Cyclizations J. Org. Chem. (IF 3.3) Pub Date : 2024-09-17 Teresa Martínez del Campo, Daniel San Martín, Laura Gamarra, Eva Cerrón, Sara Cembellín, Hikaru Yanai, Pedro Almendros
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Syntheses of 3-(2-Nitrovinyl)-indoles, Benzo[a]carbazoles, Naphtho[2,1-a]carbazoles, and 1-Hydroxy-β-carbolines Lead to Identification of Antiproliferative Compounds Active under Hypoxia J. Org. Chem. (IF 3.3) Pub Date : 2024-09-16 Nikolai A. Arutiunov, Connor Edvall, Alexander V. Aksenov, Dmitrii A. Aksenov, Igor A. Kurenkov, Inna V. Aksenova, Anna M. Zatsepilina, Nicolai A. Aksenov, Sanku Mallik, Alexander Kornienko
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Organocatalytic Asymmetric (4 + 3) Cycloaddition toward Optically Active Cyclohepta Fused Diindoles J. Org. Chem. (IF 3.3) Pub Date : 2024-09-16 Kanghua Rui, Hanxiao Shen, Xufeng Lin
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Process Development for the First GMP Synthesis of SGD-9501-TFA, Part 1: Synthesis of Two Oligopeptide Fragments Org. Process Res. Dev. (IF 3.1) Pub Date : 2024-09-16 Noah Porter, William Guy, Brooke Gill, Kareem Bdeir, Minh Nguyen, Jared Abbruzzese, Malcolm Reider, Lorenzo Pontini, Gabriele Cerai, Jacopo Roletto, Aaron M. Whittaker
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Catalytic Generation of Pyridyl Radicals via Electron Donor–Acceptor Complex Photoexcitation: Synthesis of 2-Pyridylindole-Based Heterobiaryls Org. Lett. (IF 4.9) Pub Date : 2024-09-17 Yingfei Tan, Meiting Pei, Kang Yang, Tingting Zhou, Anhua Hu, Jing-Jing Guo
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Copper-Catalyzed Oxidative α-Double Bond Construction in α-Amino Carbonyl Compounds via Homocoupling with Arylamine Release Org. Lett. (IF 4.9) Pub Date : 2024-09-17 Huan Wang, Yi-bin Wang, Yan-fang Zhan, Yi-ting Zhu, Yan Jiang, Sen Yang, Ming Chen
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Visible Light-Mediated Co(II) Catalyzed Synthesis of α,β-Epoxy Ketones by Oxidative Coupling of Alkenes and Aldehydes in Water Org. Lett. (IF 4.9) Pub Date : 2024-09-17 Adwitiya Pal, Bijan Mondal, Subham Sau, Soumita De, Arunabha Thakur
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Correction to “Cu(I)-Catalyzed Atropselective Heterobiaryl Coupling Employing Umpoled Indoles” Org. Lett. (IF 4.9) Pub Date : 2024-09-17 Nguyen H. Nguyen, Sanghyup Seo, Jiwon Jang, Hyunwoo Kim, Seunghoon Shin
The caption to the Table of Contents (TOC) graphic must be corrected. Line 3 reads “via symmetric dearomatization of 2-naphthols”. However, it should be “via asymmetric dearomatization of 2-naphthols”. This article has not yet been cited by other publications.
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Radical versus Non-Radical Reactivity in ortho- and para-Quinonedimethides and Implications for Cycloaddition Mechanisms Org. Lett. (IF 4.9) Pub Date : 2024-09-16 Zhipeng Pei, Kieran P. E. Connor, Nicholas L. Magann, Michael G. Gardiner, Michelle L. Coote, Michael S. Sherburn
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Photoinduced, Redox-Neutral Decyanative and Defluorinative Phosphination of (Hetero)Arenes Org. Lett. (IF 4.9) Pub Date : 2024-09-16 Conghui Wang, Meizhong Tang, Yating Wang, Shenlin Huang, Lan-Gui Xie
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Convergent and Stereospecific Synthesis of Highly Substituted Azepines Org. Lett. (IF 4.9) Pub Date : 2024-09-16 Yi Tian, Lei Liu, Tu Zeng, Xingcan Zhang, Baosheng Li
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2-(1,1-Dicyanomethylene)rhodanine-Functionalized Oligothiophenes: A Structure-Property Investigation of Z/E Photoisomerization Behavior. J. Org. Chem. (IF 3.3) Pub Date : 2024-09-18 Cory T Kornman,Parag Das,Lei Li,Asmerom O Weldeab,Ion Ghiviriga,Ronald K Castellano
A series of oligothiophenes singly and doubly functionalized with dicyanorhodanine (RCN) units have been investigated to understand their Z/E photoisomerization behavior upon structural modulation. Monotopic RCN target molecules (1-Z-9-Z) were designed to observe the consequences of π-conjugation, solubilizing group substitution, and formylation of the thiophene units. In all cases, the Z isomer is