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Research Publications

2024

53. Boryl Radical as a Catalyst in Enabling Intra- and Intermolecular Cascade Radical Cyclization Reactions: Construction of Polycyclic Molecules

Jie Wang†, Yee Lin Phang†, You-Jie Yu, Nan-Nan Liu, Qiang Xie, Feng-Lian Zhang, Ji-Kang Jin*, Yi-Feng Wang*

Angew. Chem. Int. Ed. 2024, 63, e202405863.

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52. Radical Hydroboration for the Synthesis of Organoboron Compounds

Yee Lin Phang, Ji-Kang Jin, Feng-Lian Zhang*, Yi-Feng Wang*

Chem. Commun. 202460, 4275-4289.

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51. Lewis Base-Boryl Radicals Promoted Selective Mono- and Di- Hydrodechlorination of Trichloroacetamides and Acetates

Ming-Cheng Bo, Yee Lin Phang, Qiang Zhao, Feng-Lian Zhang*, Yi-Feng Wang*

Eur. J. Org. Chem. 2024, 27, e202301189.

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50. Recent Applications of Heteroatom-Centered Radicals as Catalysts in Organic Synthesis

Yee Lin Phang, Feng-Lian Zhang*, Yi-Feng Wang*

ARKIVOC 2024, 202312052. (Dedicated to Professor Samir Z. Zard for his contribution to radical chemistry)

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2023

49. Boryl radical catalysis enables asymmetric radical cycloisomerization reactions

Chang-Ling Wang†, Jie Wang†, Ji-Kang Jin†, Bin Li, Yee Lin Phang, Feng-Lian Zhang*, Tian Ye, Hui-Min Xia, Li-Wen Hui, Ji-Hu Su, Yao Fu*, Yi-Feng Wang*

Science 2023382, 1056-1065.

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48. Lewis Base-Boryl Radicals Enabled Borylation Reactions and Selective Activation of Carbon-Heteroatom Bonds

Tian-Yu Peng,† Feng-Lian Zhang,† Yi-Feng Wang*

Acc. Chem. Res. 202356, 169-186.

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47. Boryl Radical-Promoted Deoxygenative Alkylation of Benzyl Acetates

Nan-Nan Liu, Xuan-Chen Wan, Li-Wen Hui, Feng-Lian Zhang*, Yi-Feng Wang*

Synthesis 2023, DOI: 10.1055/s-0042-1751463. (Special Issue New Trends in Organic Synthesis from Chinese Chemists)

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46. Boryl Radicals-enabled Selective Mono- and Di-deuterodefluorination of Trifluoroacetamides

Qiu-Yu Gu, Tian-Yu Peng, Ming-Cheng Bo, Yi-Feng Wang*

Chin. J. Org. Chem. 202343, 1832-1842.

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2022

45. Boryl Radicals Enabled a Three-Step Sequence to Assemble All-Carbon Quaternary Centers from Activated Trichloromethyl Groups

Qiang Zhao,† Bin Li,† Xi Zhou, Zhao Wang, Feng-Lian Zhang,* Yuanming Li, Xiaoguo Zhou, Yao Fu,* and Yi-Feng Wang*

J. Am. Chem. Soc. 2022, 144, 15275-15285.

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44. Dehydroxylative Alkylation of α-Hydroxy Carboxylic Acids Derivatives via Spin-center Shift

Tian-Yu Peng,† Zhe-Yuan Xu,† Feng-Lian Zhang*, Bin Li, Wen-Ping Xu, Yao Fu*, Yi-Feng Wang*

Angew. Chem. Int. Ed. 2022, 61, e202201329.

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43. Application of the Spin-Center Shift in Organic Synthesis

Feng-Lian Zhang, Bin Li, K. N. Houk*, Yi-Feng Wang*

JACS Au, 2022, 2, 1032-1042.

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42. Stereoselective Hydrogen Atom Transfer to Acyclic Radicals: a Switch Enabling Diastereodivergent Borylative Radical Cascades

Tian Ye,† Feng-Lian Zhang,† Hui-Min Xia, Xi Zhou, Zhi-Xiang Yu*, Yi-Feng Wang*

Nat. Commun. 2022, 13, 426.

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41. 4-Dimethylaminopyridine-Boryl Radical Promoted Monodefluorinative Alkylation of 3,3-Difluorooxindoles

Tesfaye Tebeka Simur,† Fentahun Wondu Dagnaw,† You-Jie Yu, Feng-Lian Zhang*, and Yi-Feng Wang*

Chin. J. Chem. 2022, 40, 577-581.

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2021

40. Sequential C-F bond functionalizations of trifluoroacetamides and acetates via spin-center shifts

You-Jie Yu,† Feng-Lian Zhang,† Tian-Yu Peng, Chang-Ling Wang, Jie Cheng, Chen, Chen, Kendall N. Houk*, Yi-Feng Wang*

Science 2021, 371, 1232-1240.

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39. C–F Bond Functionalizations of Trifluoromethyl Groups via Radical Intermediates

Tesfaye Tebeka Simur,† Tian Ye,†  You-Jie Yu, Feng-Lian Zhang*, Yi-Feng Wang*

Chin. Chem. Lett. 2021, 33, 1193-1198.

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38. 4-Dimethylaminopyridine-Boryl Radical Promoted Regioselective Radical Hydroboration of Electron-Deficient Alkenes

Yun-Shuai Huang, Xiao-Hui Jin, Feng-Lian Zhang*, Yi-Feng Wang*

Chin. J. Org. Chem. 2021, 41, 1957-1967.

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2020

37. Lewis-base Boryl Radicals Enabled Borylation, Radical Catalysis, and Reduction Reactions

Ji-Kang Jin, Hui-Min Xia, Feng-Lian Zhang, Yi-Feng Wang*

Chin. J. Org. Chem. 2020, 40, 2185-2194. (Account in Chinese)

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36. Radical Hydroboration-Involved One-Pot Synthesis of Boron-Handled Glycol Derivatives

Bi-Yang Zhuang, Ji-Kang Jin, Feng-Lian Zhang*, Yi-Feng Wang*

Synlett 2021, 32, 383-386.(Cluster on ‘Radicals – by Young Chinese Organic Chemists’)

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35. New Radical Borylation Pathways for Organoboron Synthesis Enabled by Photoredox Catalysis

Jing Qi, Feng-Lian Zhang, Ji-Kang Jin, Qiang Zhao, Bin Li, Lin-Xuan Liu, Yi-Feng Wang*

Angew. Chem. Int. Ed. 2020, 59, 12876-12884.

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34. Radical α-Addition Involved Electrooxidative [3+2] Annulation of Phenols and Electron-Deficient Alkenes

Qiang Zhao, Ji-Kang Jin, Jie Wang, Feng-Lian Zhang*, Yi-Feng Wang*

Chem. Sci. 2020, 11, 3909-3913.

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2019

33. Regioselective Radical Hydroboration of gem-Difluoroalkenes: Synthesis of α-Borylated Organofluorines

Ji-Kang Jin, Wan-Xin Zheng, Hui-Min Xia, Feng-Lian Zhang*, Yi-Feng Wang*

Org. Lett. 2019, 21, 8414-8418.

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32. Regioselective radical hydroboration of electron-deficient alkenes: synthesis of α-boryl functionalized molecules

Yun-Shuai Huang, Jie Wang, Wan-Xin Zheng, Feng-Lian Zhang, You-Jie Yu, Min Zheng, Xiaoguo Zhou*, Yi-Feng Wang*

Chem. Commun. 2019, 55, 11904-11907.

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31. NHC-Boryl Radical Catalysis for Cycloisomerization with C-C Triple Bond Reorganization

Ai-Qing Xu,† Feng-Lian Zhang,† Tian Ye, Zhi-Xiang Yu,* Yi-Feng Wang*

CCS Chem. 2019, 1, 504-512.

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30. Lewis Base-Boryl Radical Enabled Giese Reaction and Barton Decarboxylation of NHPI Esters

Ji-Kang Jin, Feng-Lian Zhang,* Yi-Feng Wang*

Acta Chim. Sinica 2019, 77, 889-894.

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29. Regioselective radical α-borylation of α,β-unsaturated carbonyl compounds for direct synthesis of α-borylcarbonyl molecules

Shi-Chao Ren,† Feng-Lian Zhang,† Ai-Qing Xu, Yinuo Yang, Min Zheng, Xiaoguo Zhou*, Yao Fu*, Yi-Feng Wang*

Nat. Commun. 2019, 10, 1934.

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2018

28. Synthesis of Diverse Boron-Handled N-Heterocycles via Radical Borylative Cyclization of N-Allylcyanamides

Ji-Kang Jin, Feng-Lian Zhang, Qiang Zhao, Jun-An Lu, Yi-Feng Wang*

Org. Lett. 2018, 20, 7558-7562.

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27. Selective α-Monomethylation by an Amine-Borane/N,N-Dimethylformamide System as the Methyl Source

Hui-Min Xia,† Feng-Lian Zhang,† Tian Ye, Yi-Feng Wang*

Angew. Chem. Int. Ed. 2018, 57, 11770-11775.

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26. Radical Borylative Cyclization of 1,6-Dienes: Synthesis of Boron-Substituted Six-Membered Heterocycles and Carbocycles

Jing Qi, Feng-Lian Zhang, Yun-Shuai Huang, Ai-Qing Xu, Shi-Chao Ren, Zhen-Yu Yi, Yi-Feng Wang*

Org. Lett. 2018, 20, 2360-2364.

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25. Lewis Base–Boryl Radicals Enabled the Desulfurizative Reduction and Annulation of Thioamides

You-Jie Yu, Feng-Lian Zhang, Jie Cheng, Jing-Hao Hei, Wei-Ting Deng, Yi-Feng Wang*

Org. Lett. 2018, 20, 24-27.

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2017

24. Radical Borylation/Cyclization Cascade of 1,6-Enynes for the Synthesis of Boron-Handled Hetero- and Carbocycles

Shi-Chao Ren, Feng-Lian Zhang, Jing Qi, Yun-Shuai Huang, Ai-Qing Xu, Hong-Yi Yan, Yi-Feng Wang*

J. Am. Chem. Soc. 2017, 139, 6050-6053.

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Postdoc and PhD work

23. Linking of Alcohols with Vinyl Azides 

Yi-Feng Wang, Ming Hu, Hirohito Hayashi, Bengang Xing,* and Shunsuke Chiba*

Org. Lett. 2016, 18, 992-995.

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22. Synthesis of Polyfluoroalkyl Aza-Polycyclic Aromatic Hydrocarbons Enabled by Addition of Perfluoroalkyl Radicals onto Vinyl Azides

Yi-Feng Wang, Geoffroy Hervé Lonca, Le Runigo Maiwenn, and Shunsuke Chiba*

Org. Lett. 2014, 16, 4272–4275.

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21. PhI(OAc)2-Mediated Radical Trifluoromethylation of Vinyl Azides with Me3SiCF3

Yi-Feng Wang, Geoffroy Hervé Lonca, and Shunsuke Chiba*

Angew. Chem. Int. Ed. 2014, 53, 1067–1071.

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20. Amide Synthesis by Nucleophilic Attack of Vinyl Azides

Feng-Lian Zhang, Yi-Feng Wang, Geoffroy Hervé Lonca, Xu, Zhu, Shunsuke Chiba*

Angew. Chem. Int. Ed. 2014, 53, 4390–4394. 

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19. Formal [4+2]-annulation of vinyl azides with N-unsaturated aldimines

Xu Zhu, Yi-Feng Wang, Feng-Lian Zhang, and Shunsuke Chiba*

Chem. Asian J. 2014, 9, 2458-2462.

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18. Copper-mediated oxidative transformation of N‑allyl enamine carboxylates toward synthesis of azaheterocycles

Kah Kah Toh, Anup Biswas, Yi-Feng Wang, Yun Yun Tan, and Shunsuke Chiba*

J. Am. Chem. Soc. 2014, 136, 6011−6020.   

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17. TEMPO-Mediated Aliphatic C-H Oxidation with Oximes and Hydrazones

Xu Zhu, Yi-Feng Wang, Wei Ren, Feng-Lian Zhang, and Shunsuke Chiba*

Org. Lett. 2013, 15, 3214−3217.

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16. Oxidative Radical Skeletal Rearrangement Induced by Molecular Oxygen: Synthesis of Quinazolinones

Yi-Feng Wang,† Feng-Lian Zhang,† and Shunsuke Chiba*

Org. Lett. 2013, 15, 2842−2845.

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15. Orthogonal aerobic conversion of N-benzyl amidoximes to 1,2,4-oxadiazoles or quinazolinones

Feng-Lian Zhang, Yi-Feng Wang, and Shunsuke Chiba*

Org. Biomol. Chem. 2013, 11, 6003−6007.

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14. Copper-Catalyzed Aliphatic C-H Amination with an Amidine Moiety

Hui Chen, Stephen Sanjaya, Yi-Feng Wang, and Shunsuke Chiba*

Org. Lett. 2013, 15, 212−215.

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13. Copper-Catalyzed Aerobic Aliphatic C–H Oxygenation Directed by an Amidine Moiety

Yi-Feng Wang,† Hui Chen,† Xu Zhu, and Shunsuke Chiba*

J. Am. Chem. Soc. 2012, 134, 11980−11983.

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12. Copper-Catalyzed Aerobic [3+2]-Annulation of N-Alkenyl Amidines  

Yi-Feng Wang,† Xu Zhu,† and Shunsuke Chiba*

J. Am. Chem. Soc. 2012, 134, 3679−3682.

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11. Copper-Catalyzed Aerobic Methyl/Methylene Oxygenation and C-H Formylation under DABCO–DMSO System for Synthesis of Carbonyl Indoles and Pyrroles

Yi-Feng Wang, Feng-Lian Zhang, and Shunsuke Chiba*

Synthesis 2012, 44, 1526−1534. (Special Issue on Copper in Organic Synthesis)

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10. Copper-Mediated Aerobic Synthesis of 3-Azabicyclo[3.1.0]hex-2-enes and 4-Carbonylpyrroles from N-Allyl/Propargyl Enamine Carboxylates 

Kah Kah Toh,† Yi-Feng Wang,† Eileen Pei Jian Ng, and Shunsuke Chiba*

J. Am. Chem. Soc. 2011, 133, 13942−13945.

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9. Synthesis of Isoquinolines from α-Aryl Vinyl Azides and Internal Alkynes by Rh-Cu Bimetallic Cooperation  

Yi-Feng Wang, Kah Kah Toh, Jian-Yuan Lee, and Shunsuke Chiba*

Angew. Chem. Int. Ed. 2011, 50, 5927−5931.   

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8. Mn(III)-Mediated Formal [3+3]-Annulation of Vinyl Azides and Cyclopropanols: A Divergent Synthesis of Azaheterocycles   

Yi-Feng Wang, Kah Kah Toh, Eileen Pei Jian Ng, and Shunsuke Chiba*

J. Am. Chem. Soc. 2011, 133, 6411−6421.

 

7. Orthogonal synthesis of pyrroles and 1,2,3-triazoles from vinyl azides and 1,3-dicarbonyl compounds   

Eileen Pei Jian Ng, Yi-Feng Wang, Benjamin Wei-Qiang Hui, Guillaume Lapointe, and Shunsuke Chiba*

Tetrahedron 2011, 67, 7728−7737.

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6. Manganese(III)-Catalyzed Formal [3+2] Annulation of Vinyl Azides and β-Keto Acids for Synthesis of Pyrroles   

Eileen Pei Jian Ng, Yi-Feng Wang, and Shunsuke Chiba*

Synlett 2011, 783−786.

 

5. Rhodium(III)-Catalyzed Synthesis of Isoquinolines from Aryl Ketone O-Acyloxime Derivatives and Internal Alkynes   

Pei Chui Too, Yi-Feng Wang, and Shunsuke Chiba*

Org. Lett. 2010, 12, 5688−5691.

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4. Mn(III)-Mediated Reactions of Cyclopropanols with Vinyl Azides: Synthesis of Pyridine and 2–Azabicyclo [3.3.1]non -2-en-1-ol Derivatives   

Yi-Feng Wang and Shunsuke Chiba*

J. Am. Chem. Soc. 2009, 131, 12570−12572.

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3. A Pd(II)-Catalyzed Ring-Expansion Reaction of Cyclic 2-Azidoalcohol Derivatives: Synthesis of Azaheterocycles   

Shunsuke Chiba,* Yan-Jun Xu, and Yi-Feng Wang

J. Am. Chem. Soc. 2009, 131, 12886−12887.

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2. Mn(III)-Catalyzed Synthesis of Pyrroles from Vinyl Azides and 1,3-Dicarbonyl Compounds     

Yi-Feng Wang, Kah Kah Toh, Shunsuke Chiba,* and Koichi Narasaka*

Org. Lett. 2008, 10, 5019−5022.

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1. Synthesis of Polysubstituted N-H Pyrroles from Vinyl Azides and 1,3-Dicarbonyl Compounds   

Shunsuke Chiba,* Yi-Feng Wang, Guillaume Lapointe, and Koichi Narasaka*

Org. Lett. 2008, 10, 313−319. 

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