Zhikun Zhang
(2012.9 ~ 2017.7)
Email: zhikun.zhang at epfl.ch
Current position: Ecole polytechnique fédérale de Lausanne (Xile Hu group)
Education
2008.9 ~ 2012.7: Lanzhou University; undergraduate study.
2012.9 ~ 2017.7: Peking University, graduate student (Jianbo Wang's group)
Ph.D thesis: Application of Carbene Chemistry in The Synthes of Organofluorine Compounds
Publications
(1) Formal Carbon Insertion of N-Tosylhydrazone into B-B and B-Si Bonds: gem-Diborylation and gem-Silylborylation of sp3 Carbon
Huan Li, Xianghang Shangguan, Zhikun Zhang, Shan Huang, Yan Zhang and Jianbo Wang
Org. Lett. 2014, 16, 448-451.
(2) Pd(0)-Catalyzed Cross-Coupling of 1,1-Diboronates with Vinyl Bromides and 1,1-Dibromoalkenes
Huan Li, Zhikun Zhang, Xianghang Shangguan, Shan Huang, Jun Chen, Yan Zhang and Jianbo Wang
Angew. Chem. Int. Ed. 2014, 53, 11921-11925.
(3) Synthesis of Trifluoromethylated Cycloheptatrienes from N-Tosylhydrazones: Transition-Metal-Free Büchner Ring Expansion
Zhikun Zhang, Jiajie Feng, Yan Xu, Songnan Zhang, Yuxuan Ye, Tianjiao Li, Xi Wang,* Jun Chen, Yan Zhang and Jianbo Wang*
Synlett 2015, 26, 59-62. (Invited Contribution for Synlett Cluster on “Progress in Organo-Fluorine Chemistry”)
(4) Cu(I)-Catalyzed Three-Component Coupling of N-Tosylhydrozones, Alkynes and Azides: Synthesis of Trisubstituted 1,2,3-Triazoles
Zhikun Zhang, Qi Zhou, Fei Ye, Ying Xia, Guojiao Wu, Mohammad Lokman Hossain, Yan Zhang, and Jianbo Wang
Adv. Synth. Cat. 2015, 357, 2277-2286. (For special issue dedicated to Prof. Stephen L. Buchwald)
(5) Cu(I)-Catalyzed Cross-Coupling of Terminal Alkynes with Trifluoro-methyl Ketone N-Tosylhydrazones: Access to 1,1-Difluoro-1,3-enynes
Zhikun Zhang, Qi Zhou, Weizhi Yu, Tianjiao Li, Guojiao Wu, Yan Zhang, Jianbo Wang
Org. Lett. 2015, 17, 2474-2477.
(6) Reaction of Diazo Compounds with Difluorocarbene: An Efficient Approach toward 1,1-Difluoroolefins
Zhikun Zhang, Weizhi Yu, Chenggui Wu, Chengpeng Wang, Yan Zhang, Jianbo Wang
Angew. Chem. Int. Ed. 2016, 55, 273-277. (Hot Paper)
(7) Rh(I)-Catalyzed Reaction of Trifluoromethylketone N-Tosylhydrazones and Arylboronates
Zhikun Zhang, Weizhi Yu, Qi Zhou, Tianjiao Li, Yan Zhang and Jianbo Wang
Chin. J. Chem. 2016, 34, 473-476. (Special Issue: Trifluoromethylation and Trifluoromethylthiolation Reactions)
(8) Cu(I)-Catalyzed Stereoselective Synthesis of (E)-a-Alkynyl-a,b-unsaturated Esters from Terminal Alkyne, Diazoesters and Aldehydes
Chenggui Wu, Zhenxing Liu, Zhikun Zhang, Fei Ye, Guisheng Deng, Yan Zhang, and Jianbo Wang
Adv. Synth. Cat. 2016, 358, 2480-2488.(Invited contribution for a thematic issue with the title Base-Metal Catalysis: Mn, Fe, Co, Ni, Cu)
(9) Enantioselective Synthesis of Trisubstituted Allenes via Cu(I)-Catalyzed Coupling of Diazoalkanes with Terminal Alkynes
Wen-Dao Chu, Lei Zhang, Zhikun Zhang, Qi Zhou, Fanyang Mo, Yan Zhang and Jianbo Wang
J. Am. Chem. Soc. 2016, 138, 14558-14561.
(10) Transition metal-catalyzed [2,3]-sigmatropic rearrangements of ylides: an update of the most recent advances
Zhe Sheng, Zhikun Zhang, Changhu Chu, Yan Zhang and Jianbo Wang
Tetrahedron 2017, 73, 4011-4022. (Invited review article)
(11) Palladium-Catalyzed Synthesis of Indoles and Isoquinolines with in-situ Generated Phosphinimine
Qi Zhou, Zhikun Zhang, Yujing Zhou, Shichao Li, Yan Zhang, and Jianbo Wang
J. Org. Chem. 2017, 82, 48-56. (Highlighted by Organic Chemistry Portal)
(12) Cu(I)-Catalyzed Three-Component Coupling of Trifluoromethyl Ketone N-Tosylhydrazones, Alkynes and Azides: Synthesis of Difluoromethylene Substituted 1,2,3-Triazoles
Zhikun Zhang, Qi Zhou, Weizhi Yu, Tianjiao Li, Yan Zhang and Jianbo Wang
Chin. J. Chem. 2017, 35, 387-391. (Special issue dedicated to Prof. Xi-Kui Jiang)
(13) Catalytic asymmetric trifluoromethylthiolation via enantioselective [2,3]-sigmatropic rearrangement of sulfonium ylides
Zhikun Zhang, Zhe Sheng, Weizhi Yu, Guojiao Wu, Rui Zhang, Wen-Dao Chu, Yan Zhang and Jianbo Wang
Nature Chem. 2017, 9, 970-976 (Highlighted by Science China: Chemistry; Highlighted by Angew. Chem. Int. Ed.)
(14) Cu(I)-Catalyzed Stereoselective Doyle-Kirmse Reaction
Zhe Sheng, Ming Ma, Lingling Peng, Zhikun Zhang, Changhu Chu,* Yan Zhang and Jianbo Wang*
Chin. J. Org. Chem. 2017, 37, 1730-1740.
(15) A Guidebook to Mechanism in Organic Chemistry (Sixth Edition by Peter Sykes) (a Chinese translation)
Jianbo Wang, Zhikun Zhang, Di Qiu, Yan Zhang, etc.
Peking University Press, 2018.
(16) Generation of Difluoroketenimine and Its Application in the Synthesis of a,a-Difluoro-ß-amino Amides
Rui Zhang, Zhikun Zhang, Qi Zhou, Lefei Yu, Jianbo Wang
Angew. Chem. Int. Ed. 2019, 58, 5744 –5748.
(17) Difluoroketenimine: Generation from Difluorocarbene and Isocyanide, and Its [3+2] Cycloadditions with Alkenes or Alkynes
Rui Zhang, Zhikun Zhang, Kang Wang, and Jianbo Wang
J. Org. Chem. 2020, 85, 9791–9800.