Independent Work

2025

59."Site-Selective Defluorinative Functionalization of Unactivated Alkenes Enabled by Cobalt/Photoredox Relay Catalysis"

Shuaikang Ren, Guangying Huang, Yuyang Bai, Shengqing Zhu*, and Lingling Chu* DOI: 10.1021/acscatal.5c07136

 

58."Catalytic Asymmetric Synthesis of Chiral Allenylic Fluorides Enabled by Multiple Radical Sorting"

Yingying Li, Xian Gong, Ye Yuan, Yuyang Bai, Dr. Huan Li, Prof. Dr. Lingling Chu^*, Angew. Chem. Int. Ed. 2025, e202518286

 

57."Photochemical Nickel-Catalyzed Hydrocyanation of Unactivated Alkenes Using Isonitriles"

Yi Lu, Zhonghou Huang, Weidong Meng^*, Shengqing Zhu^*, Lingling Chu^*，Chin. J. Chem. 2025, 43, 3437-3443

56. "Enantioselective Carbonylative Coupling Reactions: Merging Nickel-Based Selectivity and Photoredox Reactivity"

 Ling Li, Zhen Hu, Shuaikang Ren, Bruce A. Arndtsen*, Lingling Chu*,   J. Am. Chem. Soc. 2025, 147 (31),  28206–28214.

55.  “Divergent Carbocyanation and Hydrocyanation of Alkynes Enabled by Photoinduced Nickel-Catalyzed Homolytic Bond Cleavage of C(sp3)–N Bond in Isonitriles”

Zhuzhu Zhang , Jian Qin , Shengqing Zhu, Lingling Chu^∗, Synlett, 2025,  36(11), 1461-1468.

* Invited synpacts

54. "Photocatalyzed Dicyanation of Alkenes Enabled by Phosphorous Radical Cation Addition"

Jing Li, Yanyan Zhang, Shengqing Zhu,* Lingling Chu^*  Chem. Eur. J. 2025, e202501154

53. "Photocatalytic Amine-Promoted Selective Hydrochlorination and sp³ C–O Acylation of Alkyne-Tethered Methyl Ethers with Aldehydes"

Liping Huo, Shengqing Zhu, Yaheng Zhao, Xiaoyu Zhao and Lingling Chu^*    Org. Lett. 2025, 27, 3548–3553

52."Nickel-Catalyzed Cyanation of Vinyl Triflates with Isonitrile as a Nucleophilic CN Source"

Yuntong Hu, Jian Qin, Shengqing Zhu*, Lingling Chu*   Adv. Synth. Catal. 2025, 367, e202500200

51."Atroposelective Three-Component (Fluoro)methylative Alkylation of Terminal Alkynes"

Yaheng Zhao, Liping Huo, Xiaoyu Zhao, and Lingling Chu*  ACS Catal. 2025, 15, 63−71.

2024

50."Radical Alkylcyanation of 1,6-Enynes with Isonitriles as Bifunctional Reagents"

Zhonghou Huang, Jian Qin, Yuntong Hu, Shengqing Zhu*, and Lingling Chu*, Org. Lett., 2024,  26 , 10763–10768.

49. "Metallaphotoredox-Catalyzed Three-Component Asymmetric Cross-Electrophile Coupling for Chiral Boronate Synthesis"

Xiaofang Li, Yuntong Hu, Zhonghou Huang, Shengqing Zhu, Feng-Ling Qing, Lingling Chu^*  ACS Catal. 2024, 14 (20), 15790–15798

48."Photoinduced Nickel-Catalyzed Homolytic C(sp³)–N Bond Activation of Isonitriles for Selective Carbo- and Hydro-Cyanation of Alkynes"

Jian Qin, Yingying Li, Yuntong Hu, Zhonghou Huang, Weihang Miao, and Lingling Chu* J. Am. Chem. Soc. 2024, 146, 27583–27593

Highlighted by Synfacts 2024; 20(12): 1287

47. "Regio- and enantioselective hydrofluorination of internal alkenes via nickel-catalyzed hydrogen atom transfer"

Fan Chen, Xiaoyu Zhao, Weihang Miao, Yingying Li, Ye Yuan, and Lingling Chu*. Chin. Chem. Lett. 2025, 36(5), 110239.

46. "Selective Hydrofunctionalization of Alkenyl Fluorides Enabled by Nickel-Catalyzed Hydrogen Atoms and Group Transfer: Reaction Development and Mechanistic Study"

Fan Chen^#, Qianwei Zhang^#, Yingying Li, Zhi-Xiang Yu*, and Lingling Chu*. J. Am. Chem. Soc. 2024, 146, 11418–11431. 

Highlighted by 

Organic Chemistry Portal; 

Synfacts 2024; 20(07): 0724

45. “Defluorinative Alkylboration of Alkenes Enabled by Dual Photoredox and Copper Catalysis”

Fan, Y.; Huang, Z.; Lu, Y. Zhu, S^*.;* Chu, L.*. Angew. Chem. Int. Ed. 2024, 63, e202315974.

Highlighted by 

Synfacts 2024; 20(04): 0380

44."Two-Carbon Homologation of Aldehydes: An Efficient Route to Difluoromethyl Alkynes"

Liang Shao , Shuaikang Ren , Jing Li , Chuqian Tang , Shengqing Zhu∗ , Lingling Chu∗  Synlett, Doi: 10.1055/a-2487-3686

2023

43. " Divergent 1,2-carboallylation of terminal alkynes enabled by metallaphotoredox catalysis with switchable triplet energy transfer"

Qin, J.; Zhang, Z.; Lu, Y. Zhu, S.; Chu, L.*. Chem. Sci. 2023,14, 12143-12151.

‍42.“Visible-light-induced defluorinative allylation of difluoromethyl ketones using alkylamines as bifunctional agents.”

‍Jiao, X.; Huang, Z.; Meng, W.; Zhu, S.*;  Chu, L.*.Org. Chem. Front. 2023, 10, 4542-4549.

# 2023 Organic Chemistry Frontiers HOT articles

41. "Nickel-Catalyzed Markovnikov-Selective Hydrodifluoromethylation of Alkynes Using BrCF₂H."

Pan, S.; Chen, F.; Zhang, Y.; Shao, L.;Chu, L.*. Angew. Chem. Int. Ed. 2023, 62, e202305426.

40. "Site- and Stereoselective Synthesis of Alkenyl Chlorides by Dual Functionalization of Internal Alkynes via Photoredox/Nickel Catalysis."

Huo, L.; Li, X,; Zhao, Y.; Li, L.; Chu, L.*. J. Am. Chem. Soc. 2023, 145 , 9876–9885. 

39. "Recent Advances in Nickel-Catalyzed Asymmetric Acylation Reactions."

Zhang, Y.; Zhang, Z.; Zhu, S*.; Chu, L.*. Chin. J. Org. Chem. 2023, 43, 1023-1035.

# Invited review

38. "Ligand-controlled stereodivergent alkenylation of alkynes to access functionalized trans- and cis-1,3-dienes"

Long, T.^#; Zhu, C.^#; Li, L.; Shao, L.; Zhu, S.; Rueping, M.;*Chu, L.* Nat. Commun. 2023, 14, 55.

37. "Exploring visible light for carbon–nitrogen and carbon–oxygen bond formation via nickel catalysis"

36. "Three-component enantioselective alkenylation of organophosphonates via nickel metallaphotoredox catalysis" 

Li, X.^#; Yuan, M.^#; Chen, F.; Huang, Z.; Qing, F.-L.; Gutierrez, O.;* Chu, L.* Chem, 2023, 9(1), 154-169.

2022

35. "Light-Induced Divergent Cyanation of Alkynes Enabled by Phosphorus Radicals"

34. "Selective Three-Component Reductive Alkylalkenylation of Unbiased Alkenes via Carbonyl-Directed Nickel Catalysis"

Wang, F.; Pan, S.; Zhu, S.; Chu, L.* ACS Catal. 2022, 12, 9779–9789.

33. "Metallaphotoredox-Enabled Intermolecular Carbobromination of Alkynes with Alkenyl Bromides"

Yu, W.; Jiao, X.; Fan, Y.; Zhu, S.;* Chu, L.*  Adv. Synth. Catal. 2022, 364, 1239-1244.

32. "Catalyst-Free Intermolecular Sulfonyl/Fluoromethyl Heteroarylation of Vinyl Ethers via Visible-Light-Induced Charge Transfer"

Long, T.; Pan, S.; Zhu, S.; Chu, L.*  Chem. Eur. J. 2022, 28, e202104080

31. "Selective Fluoromethyl Couplings of Alkynes via Nickel Catalysis"

Li, H.; Wang, F.; Zhu, S.; Chu, L.*  Angew. Chem. Int. Ed. 2022, 61, e202116725.

30. "Selective Ni-catalyzed cross-electrophile coupling of alkynes, fluoroalkyl halides, and vinyl halides" 
Dai, Y.; Wang, F.; Zhu, S.; Chu, L.* Chin. Chem. Lett. 2022, 33, 4074-4078.

 # Special issue for "Fluorine Chemistry"

2021

29. "Divergent Aminocarbonylations of Alkynes Enabled by Photoredox/Nickel Dual Catalysis"
Zhao, X.; Feng, X.; Chen, F.; Zhu, S.; Qing, F.-L.; Chu, L.* Angew. Chem. Int. Ed. 2021, 60 (51), 26511-26517.

28. "Recent Advances in Photoredox/Nickel Dual-Catalyzed Difunctionalization of Alkenes and Alkynes" 
Xu, L.; Wang, F.; Chen, F.; Zhu, S.; Chu, L.* Chin. J. Org. Chem. 2021, 41, DOI: 10.6023/cjoc202109002.

# Invited review

27. "Catalytic three-component dicarbofunctionalization reactions involving radical capture by nickel”

Zhu, S,-Q.; Zhao, X.; Li, H.; Chu, L.* Chem. Soc. Rev. 2021, 50, 10836-10856.

# This article is part of the themed collection: Radical Chemistry

26. "Reductive hydrobenzylation of terminal alkynes via photoredox and nickel dual catalysis”
Zhao, X.; Zhu, S,-Q.; Qing, F.-L.; Chu, L.* Chem. Commun.  2021, 57, 9414-9417.

# This article is part of the themed collection: 2021 Emerging Investigators

25. "Radical 1,2-addition of bromoarenes to alkynes via dual photoredox and nickel catalysis”
Xu, L.; Zhu, S,-Q.; Huo, L,-P.; Chen, F.; Yu, W.; Chu, L.* Org. Chem. Front. 2021, 8, 2924-2931.

24. “Photoinduced triiodide-mediated [3+2] cycloaddition of N-tosyl aziridines and alkenes”
Li, Y.; Chen, F.; Zhu, S.; Chu, L.* Org. Chem. Front. 2021, 8, 2196-2202.

23. "Dual Photoredox-/Palladium-Catalyzed Cross-Electrophile Couplings of Polyfluoroarenes with Aryl Halides and Triflates"

Qin, J.; Zhu, S.; Chu, L.* Organometallics, 2021, 40, 2246-2252.

# This article is part of the "Organometallic Solutions to Challenges in Cross-Coupling" special issue.

22. "Borates as a Traceless Activation Group for Intermolecular Alkylarylation of Ethylene through Photoredox/Nickel Dual Catalysis"
Feng, X.; Guo, L.; Zhu, S.; Chu, L.* Synlett. 2021, 32, 1519-1524.

# cluster "Modern Nickel-Catalyzed Reactions"

21. "Silver‐Enabled General Radical Difluoromethylation Reaction with TMSCF₂H"
Yang, J.^#; Zhu, S.^#; Wang, F.; Qing, F.-L.; Chu, L.* Angew. Chem. Int. Ed. 2021, 60, 4300-4306.

20. "Organic-photoredox-catalyzed three-component sulfonylative pyridylation of styrenes"
Wang, F.; Qin, J.; Zhu, S.; Chu, L.* RSC Adv. 2021, 11, 142-146.

2020
19. "General Method for Enantioselective Three-Component Carboarylation of Alkenes Enabled by Visible-Light Dual Photoredox/Nickel Catalysis"

Guo, L.^#; Yuan, M.^#; Zhang, Y.; Wang, F.; Zhu, S.; Osvaldo Gutierrez*; Chu, L.* J. Am. Chem. Soc. 2020, 142, 20390-20399.

18. "Synergistic Catalysis for Stereodivergent Synthesis of trans- and cis-Skipped Dienes"
Wang, F.; Zhu, S.*; Chu, L.* Synlett. 2020, 31, 1741-1746.

# Invited Synpact

17. "Enantioselective Three-Component Fluoroalkylarylation of UnactivatedOlefins Through Nickel-Catalyzed Cross-Electrophile Coupling"
Tu, H.^#; Wang, F.^#; Huo, L.; Li, Y.; Zhu, S.; Zhao, X.; Li, H.; Qing, F.-L.; Chu, L.* J. Am. Chem. Soc. 2020, 142, 9604-9611.

16. "Sequential C-O Decarboxylative Vinylation/C-H Arylation of Cyclic Oxalates via Nickel-Catalyzed Multicomponent Radical Cascade"
Li, H.^#; Guo, L.^#; Feng, X.; Huo, L.; Zhu, S.; Chu, L.* Chem. Sci. 2020, 11, 4904-4910.

15. "Recent advances in photoredox and nickel dual-catalyzed cascade reactions: pushing the boundaries of complexity"
Zhu, C.; Yue, H.-F.; Chu, L.; Rueping, M. Chem. Sci. 2020, 11, 4051-4064.

# Invited review

14. "Recent Advances in Nickel-Catalyzed Three-Component Difunctionalization of Unactivated Alkenes"
Tu, H.-Y.; Zhu, S.*; Qing, F.-L.; Chu, L.* Synthesis 2020, 52, 1346-1356.

# Invited review

13. "Visible‐Light‐Enabled Stereodivergent Synthesis of (E)‐ and (Z)‐1,4‐Dienes via Photoredox/Nickel Dual Catalysis"
Song, F.#; Wang, F.#; Guo, L.; Feng, X.; Zhang, Y.; Chu, L.* Angew. Chem. Int. Ed. 2020, 59(1), 177-181.

# Hot paper

2019

12. "Bisphosphonium salt: an effective photocatalyst for the intramolecular hydroalkoxylation of olefins"
Cheng, H.; Wang, X.; Chang, L.; Chen, Y.-L.; Chu, L.*; Zuo, Z.-W.* Sci. Bull. 2019, 64, 1896-1901.

11. "Selective, Intermolecular Alkylarylation of Alkenes via Photoredox/Nickel Dual Catalysis"
Guo, L.^#; Tu, H.-Y.^#; Zhu, S.-Q.; Chu, L.* Org. Lett. 2019, 21, 4771-4776.

10. "Photoredox-catalyzed branch-selective pyridylation of alkenes for the expedient synthesis of Triprolidine"
Zhu, S.; Qin, J.; Wang, F.; Li, H.; Chu, L.* Nat. Commun. 2019, 10, 749.

9. "Intermolecular, redox-neutral azidoarylation of alkenes via photoredox catalysis"
Chen, J.^#; Zhu, S.^#; Qin, J.; Chu, L.* Chem. Commun. 2019, 55, 2336-2339.

2018
8. "Solvent-tuned chemoselective carboazidation and diazidation of alkenes via iron catalysis"
Xu, L.; Chen, J.; Chu, L.* Org. Chem. Front. 2018, 6, 512-516.

7. “A four-component radical cascade trifluoromethylation reaction of alkenes enabled by an electron-donor–acceptor complex”
Tu, H.-Y.; Zhu, S.; Qing, F.-L.; Chu, L.* Chem. Commun. 2018, 54, 12710-12713.

6. "Metal-free, intermolecular carbopyridylation of alkenes via visible-light-induced reductive radical coupling"
Chen, D.; Xu, L.; Long, T.; Zhu, S.; Yang, J.; Chu, L.* Chem. Sci. 2018, 9, 9012-9017.

5. "syn-Selective Alkylarylation of Terminal Alkynes via the Combination of Photoredox and Nickel Catalysis"
Guo, L.; Song, F.; Zhu, S.; Li, H.; Chu, L.* Nat. Commun. 2018, 9, 4543.

4. "Ligand-Accelerated, Branch-Selective Oxidative Cyanation of Alkenes"
Yang, J.; Li, H.; Qin, J.; Song, F.; Zhang, J.; Qing, F.-L.; Chu, L.* Sci. Bull. 2018, 63, 1479-1484.

3. "Intermolecular selective carboacylation of alkenes via nickel-catalyzed reductive radical relay"
Zhao, X.^#; Tu, H.-Y.^#; Guo, L.; Zhu, S.; Qing F.-L.; Chu, L.* Nat. Commun. 2018, 9, 3488.

2. "Catalytic, Metal-free Sulfonylcyanation of Alkenes via Visible Light Organophotoredox Catalysis"
Sun, J.^#; Li, P.^#; Guo, L.; Yu, F.; He, Y.-P.*; Chu, L.* Chem. Commun. 2018, 54, 3162-3165.

2017
1. "Visible-light-induced Halogenation of Aliphatic C-H Bonds"
Tu, H.; Zhu, S.; Qing, F.-L.; Chu, L.* Tetrahedron Lett. 2017, 59, 173-179.

# Invited review

Prior to DHU

24. "Silver-Mediated Oxidative Trifluoromethylation of Phenols: Direct Synthesis of Aryl Trifluoromethyl Ethers"
Liu, J.-B.; Chen, C.; Chu, L.; Chen, Z.-H.; Xu, X.-H.; Qing, F.-L.* Angew. Chem. Int. Ed. 2015, 54, 11839-11842.

23. "Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones via the Decarboxylative Arylation of α-Oxo Acids"
Chu, L.; Lipshultz, J. M.; MacMillan, D. W. C.* Angew. Chem. Int. Ed. 2015, 54, 7929−7933 (Very Important Paper).

22. "Carboxylic Acids as A Traceless Activation Group for Conjugate Additions: A Three-Step Synthesis of (±)-Pregabalin"
Chu, L.; Ohta, C.; Zuo, Z.; MacMillan, D. W. C.* J. Am. Chem. Soc. 2014, 136, 10886−10889.

21. "Merging Photoredox with Nickel Catalysis: Coupling of α-Carboxyl sp³-Carbons with Aryl Halides"
Zuo, Z.; Ahneman, D.; Chu, L.; Terrett, J.; Doyle, A. G.*; MacMillan, D.W. C.* Science 2014, 345, 437−440.

20. "Oxidative Trifluoromethylation and Trifluoromethylthiolation Reactions Using (Trifluoromethyl)trimethylsilane as A Nucleophilic CF₃ Source"
Chu, L.; Qing, F.-L.* Acc. Chem. Res. 2014, 47, 1513−1522.

19. "Direct introduction of ethoxycarbonyldifluoromethyl-group to heteroarenes with ethyl bromodifluoroacetate via visible-light photocatalysis"
Lin, Q.; Chu, L.; Qing, F.-L.* Chin. J. Chem. 2013, 31, 885-891.

18. "Copper-Mediated Oxidative Difluoromethylenation of Aryl Boronic Acids with a-Silyldifluoromethylphosphonates: A New Method for Aryldifluorophosphonates"
Jiang, X.; Chu, L.; Qing, F.-L.* New J. Chem. 2013, 37, 1736−1741.

17. "Total Synthesis of the Trifluoromethylated Analog of Isoaltholactone: 5-Trifluoromethylisoaltholactone"
Chen, J.-L.; Chu, L.; Qing, F.-L.* J. Fluorine Chem. 2013, 152, 70−76.

16. "Electrophilic Trifluoromethylthiolation of Allylsilanes with Trifluoromethanesulfanamide"
Liu, J.; Chu, L.; Qing, F.-L.* Org. Lett. 2013, 15, 894−897.

15. "Silver-Catalyzed Hydrotrifluoromethylation of Unactivated Alkenes with CF₃SiMe₃"
Wu, X.; Chu, L.; Qing, F.-L.* Angew. Chem. Int. Ed. 2013, 52, 2198−2202.

14. "PhI(OAc)₂-mediated Oxidative Trifluoromethylation of Arenes with CF₃SiMe₃ under Metal-free Conditions"
Wu, X.; Chu, L.; Qing, F.-L.* Tetrahedron Lett. 2013, 54, 249−251.

13. "Synthesis of γ-Fluoroalkylated Allylic Amines Derivatives via Palladium-catalyzed Overman Rearrangement"
Jiang, X.-Y.; Chu, L.; Wang, R.-W.; Qing, F.-L.* Tetrahedron Lett. 2012, 53, 6853−6857.

12. "Metal-Free Oxidative Trifluoromethylthiolation of Terminal Alkynes with CF₃SiMe₃ and Elemental Sulfur"
Chen, C.; Chu, L.; Qing, F.-L.* J. Am. Chem. Soc. 2012, 134, 12454−12457.

11. "Copper-Mediated Oxidative Cross-Coupling Reaction of Terminal Alkynes with α-Silyldifluoromethylphosphonates: An Efficient Method for α,α-Difluoropropargylphosphonates"
Jiang, X.; Chu, L.; Qing, F.-L.* Org. Lett. 2012, 14, 2870−2873.

10. "Copper-Catalyzed Oxidative Trifluoromethylation of Terminal Alkenes Using Nucleophilic CF₃SiMe₃: Efficient C(sp³)–CF₃ Bond Formation"
Chu, L.; Qing, F.-L.* Org. Lett. 2012, 14, 2106−2109.

9. "Copper-Catalyzed Aerobic Oxidative Trifluoromethylation of H-Phosphonates Using Trimethyl(trifluoromethyl)silane"
Chu, L.; Qing, F.-L.* Synthesis 2012, 44, 1521−1525.

8. "Copper-Catalyzed Oxidative Trifluoromethylation of Terminal Alkynes and Aryl Boronic Acids Using (Trifluoromethyl)trimethylsilane"
Jiang, X.; Chu, L.; Qing, F.-L.* J. Org. Chem. 2012, 77, 1251−1257.

7. "Copper-Catalyzed Oxidative Trifluoromethylthiolation of Aryl Boronic Acids with TMSCF₃ and Elemental Sulfur"
Chen, C.; Xie, Y.; Chu, L.; Wang, R. Zhang, X. Qing, F.-L.* Angew. Chem. Int. Ed. 2012, 51, 2492−2495.

6. "Copper-Catalyzed Direct C-H Oxidative Trifluoromethylation of Heteroarenes"
Chu, L.; Qing, F.-L.* J. Am. Chem. Soc. 2012, 134, 1298−1304.

5. "Copper-Mediated Oxidative Trifluoromethylation of Boronic Acids"
Chu, L.; Qing, F.-L.* Org. Lett. 2010, 12, 5060–5063.

4. "Copper-Mediated Aerobic Oxidative Trifluoromethylation of Terminal Alkynes with Me₃SiCF₃"
Chu, L.; Qing, F.-L.* J. Am. Chem. Soc. 2010, 132, 7262−7263.

3. "Benzoyl Peroxide (BPO)-promoted Oxidative Trifluoromethylation of Tertiary Amines with Trimethyl(trifluoromethyl)silane"
Chu, L.; Qing, F.-L.* Chem. Commun. 2010, 46, 6285−6287.

2. "Cu(II)-Mediated Methylthiolation of Aryl C−H Bonds with DMSO"
Chu, L.; Yue, X.; Qing, F.-L.* Org. Lett. 2010, 12, 1644−1647.

1. "CuBr-Catalyzed Oxidative Difluoromethylation of Tertiary Amines with Difluoroenol Silyl Ethers"
Chu, L.; Zhang, X.; Qing, F.-L.* Org. Lett. 2009, 11, 2197−2200.