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Thiourea as a precatalyst for the electron donor–acceptor complex photoactivation platform of oxime esters Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-18 Haichen Mao, Yuting Zhang, Hengrong Cao, Qianqian Shi, Yu Lan, Junbiao Chang, Bo Zhu
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Iridium-catalyzed asymmetric hydrogenation of 5-hydroxypicolinate pyridinium salts under batch and flow: stereodefined access to cis-configurated hydroxypiperidine esters Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-18 Zhi Yang, Shangxian Luan, Linxi Wan, Jingxi Chen, Xiaofang Wei, Pei Tang, Fen-Er Chen
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Photochemical [2 + 2 + 1] annulation of 2-vinyloxy arylalkynes with bromomalonates via energy transfer Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-16 Shuo Tang, Jiupeng Liu, Min Zhang, Dan Wang, Yong Wang, Jingjing Zhao, Pan Li
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Base- and metal-free visible-light driven site-selective α-C(sp3)–H functionalization reaction of glycine derivatives with hydroxamic acid derivatives Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-17 Shiyun He, Hongying Fan, Xue Zhang, Meiling Ye, Jian Chen, Jinyu Hou, Tianle Huang, Li Guo, Guanghui Lv, Yong Wu
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Copper-catalyzed oxidative sulfenylation and alkylation of indolin-2-ones for direct construction of sulfur-substituted quaternary carbons Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-12 Yun-Hao Zhang, Yi-Nuo Wang, Zi-Yu Liu, Si-Han Zheng, Guang-Lin Li, Dexin Feng, Da-Zhen Xu
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Metal-free photoinduced denitrogenative alkylation of vinyl azides with alkyl radicals toward ketones Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-12 Hui Yin, Siqi Jian, Xiujuan Feng, Ming Bao, Xuan Zhang
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Aculeatones A and B, epimeric lovastatin derivatives with a 6/6/3-tricyclic carbon skeleton from Aspergillus aculeatus and their chemical transformation Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-11 Fei Liu, Fengqing Wang, Qin Li, Bingbing Dai, Weiguang Sun, Jianguo Li, Chunmei Chen, Yonghui Zhang, Hucheng Zhu
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Substituent-controlled divergent cyclization reactions of benzo[c][1,2]dithiol-3-ones and hexahydro-1,3,5-triazines Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-16 Bohao Zhang, Sifan He, Na Dong, Antong Zhu, Haojie Duan, Dunjia Wang, Yao Zhou
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Concise synthesis of succinimide-fused 1,3-cyclohexadienes via Co-catalyzed [2 + 2 + 2] cycloaddition of 1,6-diynes and maleimides Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-16 Kaili Cen, Ziyi Zhai, Yuan Liu, Jiahao Wei, Mixia Ouyang, Guojun He, Shuyu Huang, Feng Zhao, Jinhui Cai
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Expedient deaminative phosphorylation and sulfonylation of benzylic tertiary amines enabled by difluorocarbene Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-16 Chengbo Li, Yu Guo, Jianke Su, Xinyuan Hu, Qingqing Xuan, Qiuling Song
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Diverting the Mannich reaction to access 2,2-disubstituted indolin-3-ones by merging 1,2-aryl migration and copper-catalyzed aerobic oxidation Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-16 Jia-Chen Xiang, Yu-Die Wang, Peng Yuan, Hui-Min Zhu, Tong Lei, An-Xin Wu, Zhixin Liao
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Visible-light-induced [1,3]-brook rearrangements of α-ketoacylsilanes and their subsequent trapping in a tandem annulation with 1,3,5-triazinanes and azomethine imines Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-16 Zhong Zhang, Sirui Wu, Yuqiao Zhou, Bao-Lin Li, Siyue Xiao, Xiaohu Zhao, Zhipeng Yu
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Selective nickel-catalyzed disulfuration of alkyl halides with di/trithiosulfonates Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-16 Lulu Liu, Jiaqi Hou, Yingying Ma, Hongwei Wang, Yu Zhong, Fangcan Liang, Luyao Wang, Qingling Wang, Ji-Quan Liu, Wen-Hua Xu, Dianhu Zhu
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Palladium-catalyzed and ligand-controlled divergent cycloadditions of vinylidenecyclopropane-diesters with para-quinone methides enabled by zwitterionic π-propargyl palladium species Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-16 Jia-Hao Shen, Yong-Jie Long, Min Shi, Yin Wei
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Cr-mediated photocatalytic decarboxylative coupling of alpha-oxo acids with benzylic pyridinium salts Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-16 Jia Cao, Yan Liu, Zhixiang Wang, Le Liu
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Visible-light-mediated catalyst-free synthesis of trifluoromethyl(spiro)-epoxides bearing contiguous quaternary centers Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-15 Jingchuan Lin, Yu Zhang, Jinxin Wang, Xinyu Han, Shenglan Zhu, Tong Li, Yanping Zhu, Wei-Dong Zhang
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Correction: Stereodivergent and enantioselective total syntheses of isochaetominines A–C and four pairs of isochaetominine C enantiomers: a six-step approach Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-15 Zhong-Yi Mao, Hui Geng, Tian-Tian Zhang, Yuan-Ping Ruan, Jian-Liang Ye, Pei-Qiang Huang
Correction for ‘Stereodivergent and enantioselective total syntheses of isochaetominines A–C and four pairs of isochaetominine C enantiomers: a six-step approach’ by Zhong-Yi Mao et al., Org. Chem. Front., 2016, 3, 24–37, https://doi.org/10.1039/C5QO00298B.
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Metal-free cascade O–H double insertion between I(III)/S(VI)-ylides, carboxylic acids, and alcohols: modular access to unsymmetrical α,α-O,O-substituted ketones Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-15 Jiaohang Wei, Wen-Xuan Zou, Qiong Hu, Mei-Zhu Bao, Dan-Ting Shen, Lin Xiao, Jia-Lin Song, Xiang Liu, Shang-Shi Zhang
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Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-12 Peng He, Zongkang Wang, Qiongwen Kang, Nana Fei, Chengyu Wang, Yanzhong Li
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Selective deletion of one carbon atom from C60 through benzylamine mediated reactions Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-10 Yaqiong Wang, Yiran Wu, Yuming Yu, Jie Su, Yi Qiu, Liangbing Gan
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Development of a photoenzymatic one-pot hybrid system for the direct synthesis of 3,3-disubstituted indole-2-ketones from N-methyl indoles Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-10 Yao Yao, Yuan Yu, Ming-Liang Shi, Xin-Yue Fan, Ru-De Lin, Kun Li, Wen-Dian Li, Fei-Yan Tao, Na Wang
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Organocatalytic formal [4 + 2] cycloaddition of o-quinone-methyl derivatives and 2-isocyanatomalonate diesters for the construction of chroman derivatives with adjacent quaternary chiral centers Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-09 Tong Xiong, Yi-Zhao Xu, Yao Wang, You-Cai Xiao, Fen-Er Chen
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Asymmetric [3 + 2] cycloaddition of donor–acceptor cyclopropanes with azadienes enabled by Brønsted base catalysis Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-04 Shu Li, Zhi-Hong Dong, Si-Yu Dan, Mei-Jun Zheng, Teng Long, Jie Zhan, Qing Zhou, Wen-Dao Chu, Quan-Zhong Liu
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NBN/BNB-doped phenalenyl homo- and heterodyads: structural uniformity but optoelectronic diversity Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-09 Alexander S. Scholz, Thomas Froitzheim, Michael Bolte, Hans-Wolfram Lerner, Jan-M. Mewes, Matthias Wagner
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A retro-Mannich mediated transformation of Morita–Baylis–Hillman ketones to saturated imidazo[1,2-a]pyridines Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-09 Sachin Sharma, Ajit Kumar Jha, Srinivasan Easwar
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Assembly of ionic supramolecular polymers using a decacationic pillar[5]arene to noncovalently crosslink hyaluronic acid for short DNA delivery Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-09 Qian Li, Danying Ma, Yue-Yang Liu, Hui Wang, Wei Zhou, Dan-Wei Zhang, Zhan-Ting Li
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Three-component Friedel–Crafts-type difunctionalization of ynamides with (hetero)arenes and iodine(III) electrophile Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-09 Jun Kikuchi, Toya Nagata, Shingo Ito, Naohiko Yoshikai
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Regio- and stereo-selective synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-08 Yunqing Zhuang, Jin Zhang, Kai Yang, Gehua Bi, Xin Huang, Weimin Zhang
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Correction: Cu-catalyzed arylation of S-tosyl peptides with arylboronic acids Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-08 Junjie Ying, Jingrong Huang, Chenguang Liu, Fa-Jie Chen, Chunfa Xu, Fen-Er Chen
Correction for ‘Cu-catalyzed arylation of S-tosyl peptides with arylboronic acids’ by Junjie Ying et al., Org. Chem. Front., 2024, 11, 53–59, https://doi.org/10.1039/D3QO01534C.
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Synthesis of a helical boron-doped PAH by post-functionalization of 3,9-diboraperylene Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-08 Carina Mützel, Kazutaka Shoyama, Ana-Maria Krause, Frank Würthner
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NHC and photoredox catalysis dual-catalyzed 1,4-mono-/di-fluoromethylative acylation of 1,3-enynes Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-08 Jiuli Xia, Ruiyang Ma, Lihong Wang, Jiaqiong Sun, Guangfan Zheng, Qian Zhang
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Cobalt-catalysed Csp3–Csp3 cross-coupling of benzyl Katritzky pyridinium salts with Callyl–O electrophiles Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-08 Mengyu Gao, Corinne Gosmini
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Fully atom-economic access to spiro-cyclic skeletons through photoredox-induced hydrogen transfer/Giese addition/dearomative cyclization/protonation cascade Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-05 Guohui Zeng, Hui Luo, Kai Jiang, Jianpeng Cai, Biaolin Yin
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Sustainable synthesis of long-acting local anesthetics ropivacaine and levobupivacaine under batch and continuous flow via asymmetric hydrogenation Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-02 Zhi Yang, Hanlin Chen, Linxi Wan, Xinyi Feng, Lingshuang Ma, Pei Tang, Fen-Er Chen
Ropivacaine and levobupivacaine, long-acting local anesthetics, have been sustainably synthesized using both batch and continuous flow methods. The key reaction, iridium-catalyzed enantioselective hydrogenation of 2-alkoxycarbonyl pyridinium salts, proceeds with excellent yields and enantioselectivities, as well as mild reaction conditions under both batch and flow modes. This approach provides a direct
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Blue light-mediated carbene transfer reaction of thioesters with diazoesters: efficient synthesis of tetrasubstituted Z-enol esters Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-04 Shuncheng Wang, Hua Zhang, Jin Yang, Dongfang Zhang, Xin-Ping Hui
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Electrochemical switching in mechanically interlocked molecules (MIMs) Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-04 Ayush Bhadani, Murugavel Kathiresan
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Triazatriangulenium salts – hosts and guests in supramolecular assemblies in solution Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-04 Sayan Sarkar, Michael Böck, Agnes Uhl, Aleksandr Agafontsev, Jürgen Schatz, Evgeny A. Kataev
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Decarbonylative C(sp2)–C(sp2) reductive cross-coupling of aroyl fluorides with aryl bromides by palladium/cobalt co-catalysis Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-03 Chen He, Zhiyong Song, Wei Yao, Rui Lin, Yuanhong Ma
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Stereodivergent synthesis of chiral spiropyrazolones through Pd-catalyzed asymmetric sequential hydroalkylation of 1,3-enynes: unusual solvent effects on the enantioselectivity Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-03 Shan Wang, Long Li, Yifei Zheng, Luqing Li, Yingcheng Wang, Fangzhi Peng, Zhihui Shao
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Electrochemically dehydrogenative C(sp2)–H/S–H cross-coupling: efficient synthesis of ortho-aminophenyl thioglycoside derivatives Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-03 Li-Yan Hu, Li Zhu, Shen-Yuan Zhang, Yu-Xin Guo, Yuan Li, Jie Zhu, Lei Wu
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Review of application of the I2 and dimethyl sulfoxide combined reagent system to aryl methyl ketones for diverse transformations Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-03 Dong-Sheng Yang, Xiang-Long Chen, An-Xin Wu
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Vaska's complex–PMHS combination enabled mild and chemoselective reduction of sulfoxides to sulfides with low catalyst loading Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-03 Fang-Fang Xu, Zhong-Lei Ruan, Pei-Qiang Huang
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Enantioselective synthesis of 8-membered lactone derivatives via organocatalytic cascade reactions Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-03 Dong-Sheng Ji, Rui Zhang, Xu-Yan Han, Hai-Long Chai, Yucheng Gu, Xiu-Qin Hu, Peng-Fei Xu
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Cyclization reactions of 1,6-dienes and 1,6-enynes by dual cobalt photocatalysis Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-02 Pei-Ting Li, Zi-Fa Shi, Wei Yu
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Nickel metallaphotoredox-catalyzed C–O bond activation/Csp2–Csp3 coupling enabled by phosphine Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-02 Jiaxi Fang, Ziheng Jian, Huan Liu, Yuting Wang, Xianbo Yu, Zehuai Mou, Huifei Wang
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Iodine-catalyzed intermolecular 1,2-thio (seleno)amination of alkenes with 1,2,3-triazoles and disulfides (diselenides) in air Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-02 Jian Ji, Xuwen Chen, Zongjing Hu, Cong Guan, Jinhua Liu, Yaqi Deng, Shunying Liu
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Spiro-centre substitution effects in the intramolecular spin–spin interactions of spirobiacridine diradicals Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-02 Shinichi Ogawa, Takuya Kanetomo, Masaya Enomoto
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Diazenylation of active methyne compounds via arylazo sulfones Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-23 Ruiqing Wang, Lingkai Kong, Xinyu Zong, Minghui Zhang, Wenyi Chen, Yaxin Liu, Lingjuan Ma, Yulei Zhao
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Neighboring group-directed asymmetric [2 + 2 + 2] cycloaddition to access C–N axially chiral indoles Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-28 Xuan Zhang, Qi Teng, Yanru Ren, Baitong Wei, Chen-Ho Tung, Zhenghu Xu
A Rh-catalyzed neighboring group-directed asymmetric [2 + 2 + 2] cycloaddition of 1,6-diynes and ynamides to generate C–N axially chiral indole derivatives has been developed. The notable features of this method include 100% atom-economy, a wide substrate scope and excellent enantioselectivities by using the easily available chiral SEGPHOS ligands.
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Chiral guanidine catalyzed cyclization reactions of 1,3-enynes for lactone synthesis: switchable H-bond catalysis Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-28 Yongyan Zhang, Lichao Ning, Tianxin Zhu, Zheng Xie, Shunxi Dong, Xiaoming Feng, Xiaohua Liu
H-bonding catalysis has attracted much attention in asymmetric reactions. Taking advantage of guanidine-amides as bifunctional organocatalysts, we successfully achieved cyclization as well as 1,4-conjugate addition/cyclization of azlactones with acyclic and cyclic α-alkynyl-α,β-enones, respectively. The enol-type activation facilitated the generation of lactones via inverse electron-demand hetero-Diels–Alder
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Computational insights into the synergistic interplay of ligand and fluorine effects in palladium-catalyzed regiodivergent decarboxylative allylic alkylation Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-28 Shiyu Wang, Hongli Wu, Xiangyang Tang, Genping Huang
Palladium-catalyzed regiodivergent decarboxylative allylic alkylation of allyl difluoro-β-ketoesters provides a versatile approach for accessing a variety of α,α-difluoroketones. In this report, density functional theory calculations have been performed to investigate the detailed reaction mechanisms and elucidate the origins of regioselectivity. These computations reveal that the reaction is initiated
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A Mn(III)-catalyzed arylboronic acid-based cascade reaction via a nonclassical organometallic-radical mechanism Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-22 Hui-Min Qian, Jian-Dong Zhang, Shun-Jun Ji, Xiao-Ping Xu
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Synthesis of multisubstituted carbazol-4-amines from tetrahydrocarbazol-4-one oximes Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-22 Jiahua Wang, Dandan Gao, Aanuoluwapo O. Oyejobi, Na Ji, Xiang-Ying Tang, Long Wang
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Recent advances in the metal-catalyzed asymmetric alkene hydrogenation of cyclic conjugated carbonyl compounds Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-27 Min Tan, Bram B. C. Peters, Pher G. Andersson, Taigang Zhou
The transition metal-catalyzed asymmetric hydrogenation of carbon–carbon double bonds is recognized as one of the most straightforward methods for the preparation of stereopure compounds. Chiral cyclic motifs have widespread applications in organic synthesis and can also be prepared via this strategy. This review summarizes the recent advances (2016–2023) in the stereoselective metal-catalyzed hydrogenation
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Synthesis of 10B-enriched 2,1-borazaronaphthalenes from o-aminostyrenes and 10BF3 Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-26 Weihua Qiu, Jide Zhu, Rencai Tao, Kai Yang, Qiuling Song
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C–H activation-enabled synthesis of a piperazine-embedded azadibenzo[a,g]corannulene analogue Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-21 Lin Huang, Mengyu Qiu, Zhihao Chang, Duncan L. Browne, Jianhui Huang
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DNA-compatible functional group transformations via K2RuO4-mediated oxidation Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-26 Pengyang He, Guixian Zhao, Mengping Zhu, Yangfeng Li, Gong Zhang, Yizhou Li
Functional group transformation represents a potent strategy for enriching the chemical diversity in DNA-encoded chemical library (DEL) synthesis. Within the realm of functional group transformation reactions, oxidation stands out as a predominant and facile approach for delivering altered chemical reactivity. However, reports on DNA-compatible oxidative reactions facilitating functional group transformations
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Palladium-catalyzed [4 + 4] cycloaddition of 2-pyrones with 2-alkylidenetrimethylene carbonates: access to bridged eight-membered oxygen heterocycles Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-26 Huawei Lin, Biming Mao, Bing Han, Jiayi Luo, Yanqing Ge, Xuerui Zhang, Chang Wang, Hongchao Guo, Chunhao Yuan
In this work, a wide range of bridged eight-membered oxygen heterocycles have been constructed through a novel palladium-catalyzed [4 + 4] cycloaddition of 2-pyrones with 2-alkylidenetrimethylene carbonates. The reaction demonstrated a broad substrate scope and afforded the products in good yields with excellent stereoselectivities.
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Highly selective separation of toluene/methylcyclohexane based on pagoda[5]arene nonporous adaptive crystals Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-26 Zhongwen Liu, Ming Li, Shuai Fang, Li Shao, Bin Hua, Feihe Huang
Highly selective separation of toluene (Tol) over methylcyclohexane (MCH) has been achieved by utilizing nonporous adaptive crystals of pagoda[5]arene P5. Specifically, P5 demonstrates not only superior binding capability for Tol in solution, but also excellent selectivity for separating Tol from an equivolume Tol/MCH mixture with a high purity of 98.8%.
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Photoredox catalyzed hydroazolylation of alkenes via phosphoranyl radicals Org. Chem. Front. (IF 5.4) Pub Date : 2024-03-26 Fan Zhu, Zhi Qiao, Na He, Chunxiao Nong, Qiping He, Meilan Xi, Xizhong Song, Jun Lin, Jingbo Chen, Yi Jin
Herein, a general protocol for the hydroazolylation of alkenes with N-hydroxyl azoles is reported. These reactions proceed via a phosphoranyl radical that is accessed by photoredox catalysis, followed by radical coupling of the resulting azole radical to the alkene radical. The key point of this reaction lies in the specific binding between the hydroxy group on N-hydroxyazole and alkyl phosphine. This