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Copper Difluorocarbene Enables Catalytic Difluoromethylation Xin Zeng, Jimin Yang, Wei Deng, Xiao-Tian Feng, Hai-Yang Zhao, Lanfeng Wei, Xiao-Song Xue,* and Xingang Zhang* J. Am. Chem. Soc. 2024, DOI:10.1021/jacs.4c04949
Site-Selective S-gem-Difluoroallylation of Unprotected Peptides with 3,3-Difluoroallyl Sulfonium Salts Jin-Xiu Ren, Minqi Zhou, Xiao-Tian Feng, Hai-Yang Zhao, Xia-Ping Fu, and Xingang Zhang* Chem. Sci., 2024, DOI: 10.1039/D4SC02681K.
Controllable Diverse Construction of gem-Difluoroallylated Bicyclo[1.1.1]pentanes and Cyclobutanes from [1.1.1]Propellane via Copper Catalysis Xiao-Tian Feng, Qiao-Qiao Min, Xin Zeng, Hai-Yang Zhao, and Xingang Zhang* ACS Catal. 2024, 14, 5879−5887
Palladium-Catalyzed Cross-Coupling of Heteroaryl Bromides with gem-Difluoroallylborons Dawei Zhang, Haiyang Zhao, Xiaotian Feng, Yucheng Gu, Xingang Zhang* Acta Chim. Sinica 2024, 82, 105—109
Late-Stage gem-Difluoroallylation of Phenol in Bioactive Molecules and Peptides with 3,3-Difluoroallyl Sulfonium Salts Minqi Zhou,Jin-Xiu Ren, Xiao-Tian Feng, Hai-Yang Zhao,b Xia-Ping Fu,b Qiao-Qiao Min and Xingang Zhang* Chem. Sci. , 2024, 15, 2937-2945
Modular Diastereoselective Construction of Polysubstituted Cyclopentanes Enabled by Cobalt-Catalyzed Arylfluoroalkylation of Cyclopentenes Ming-Kuan Wang, Yun-Cheng Luo, Hai-Yang Zhao, Yanxia Zhang, Dawei Zhang, and Xingang Zhang* ACS Catal. 2023, 13, 14090–14102 DOI: 10.1021/acscatal.3c03578
opper-Catalyzed Highly Stereoselective Hydrodifluoroallylation ofCyclopropenes and Alkenyl Boronates with 3,3-Difluoroallyl SulfoniumSalts Xing Gao, Xiaoxiao Ren, Wei Deng, and Xingang Zhang* Chin. J. Chem. 2023, 41, 3521—3527
Fluorinated TEMPO: A New Redox-Active Catholyte Material for Aqueous Zn-Anode Hybrid Flow Batteries Ling-Chao Yu, Yun-Cheng Luo, Wei Feng, Shu Zhang*, and Xingang Zhang* J. Mater. Chem. A, 2023, 11, 18911-18921
Nickel-Catalyzed Selective C(sp2)-F bond Alkylation of Industrially Relevant Hydrofluoroolefin HFO-1234yf Yun-Cheng Luo, Ming-Kuan Wang, Ling-Chao Yu, and Xingang Zhang* Angew. Chem. Int. Ed. 2023, 62, e202308690
Biocatalytic Fluoroalkylation Using Fluorinated S‑Adenosyl‑L‑methionine Cofactors Wenping Ding, Minqi Zhou, Huayu Li, Miao Li, Yanping Qiu, Yu Yin, Lifeng Pan, Wenchao Yang, Yanan Du,* Xingang Zhang,* Zhijun Tang,* and Wen Liu* Org. Lett. 2023, 25, 5650–5655
Palladium-catalyzed highly selective gem-difluoroallylation of propargyl sulfonates with gem-difluoroallylboron Hao-Wen Li, Yun-Cheng Luo, Ling-Chao Yu and Xingang Zhang* Chem. Commun., 2023, 59, 4241-4244.
Synthesis of 1-(Trifluoromethyl)alkenes through Transition-Metal-Catalyzed Alkylation and Arylation of 1-Chloro-3,3,3-trifluoroprop-1-ene (HCFO-1233zd) Wei Zhou, Qing-Wei Zhao, Yun-Cheng Luo, Xingang Zhang* Synthesis 2023, 55, 1844–1854.
Reductive Catalytic Difluorocarbene Transfer via Palladium Catalysis Xue-Ying Zhang, Shi-Ping Sun, Yue-Qian Sang, Xiao-Song Xue, Qiao-Qiao Min, and Xingang Zhang* Angew. Chem. Int. Ed. 2023, 62, e202306501 DOI: 10.1002/anie.202306501
Copper-Catalyzed Difluorocarbene Transfer Enables Modular Synthesis Xin Zeng, Yao Li, Qiao-Qiao Min, Xiao-Song Xue*, Xingang Zhang* Nat. Chem. 2023, 15, 1064–1073
Nickel-Catalyzed Multicomponent Carbodifluoroalkylation of Electron-Deficient Alkenes Na Rao, Yun-Ze Li, Yun-Cheng Luo, Yanxia Zhang, and Xingang Zhang* ACS Catal. 2023, 13, 4111−4119 DOI: 10.1021/acscatal.2c06149
Recent advances in the synthesis of fluorinated amino acids and peptides Minqi Zhou, Zhang Feng and Xingang Zhang* Chem. Commun., 2023, 59, 1434-1448. DOI: 10.1039/d2cc06787k.
Highly Enantioselective Nickel-Catalyzed Dicarbofunctionalization of 3,3,3-Trifluoropropene Yun-Ze Li, Na Rao, Lun An, Xiao-Long Wan, Yanxia Zhang, and Xingang Zhang* Nat. Commun., 2022, 13, 5539.
3,3-Difluoroallyl Sulfonium Salts: Practical and Bench-StableReagents for Highly Regioselective gem-Difluoroallylations Xiao-Tian Feng, Jin-Xiu Ren, Xing Gao, Qiao-Qiao Min, and Xingang Zhang* Angew. Chem. Int. Ed. 2022, e202210103. DOI: 10.1002/anie.202210103.
Nickel-catalyzed alkyl-arylation of 3,3,3-trifluoropropene Chang Xu, Ming-Kuan Wang, Shu Zhang & Xingang Zhang* Commun. Chem. 2022, 5, 41. DOI: 10.1038/s42004-022-00659-7.
Coupling of Heteroaryl Halides with Chlorodifluoroacetamides and Chlorodifluoroacetate via Nickel Catalysis Dawei Zhang, Xing Gao, Qiao-Qiao Min, Yucheng Gu, Guillaume Berthon, and Xingang Zhang* Chem. Eur. J. 2022, 28, e202200642 DOI: 10.1002/chem.202200642
(Fluoro)alkylation of Alkenes Promoted by Photolysis of Alkylzirconocenes Xiaoxiao Ren, Xing Gao, Qiao-Qiao Min, Shu Zhang, and Xingang Zhang* Chem. Sci. 2022, 13, 3454-3460.
Palladium-Catalyzed Carbonylative Cross-Coupling of Difluoroalkyl Halides with Alkylboranes under 1 atm of CO Hai-Yang Zhao,§ Minqi Zhou,§ and Xingang Zhang* Org. Lett. 2021, 23, 23, 9106-9111.
Regio- and enantioselective umpolung gemdifluoroallylation of hydrazones via palladium catalysis enabled by N-heterocyclic carbene ligand Shuai Huang, Fei-Fei Tong, Da-Chang Bai, Gao-Peng Zhang, Yang-Jie Jiang, Bo Zhang, Xuebing Leng, Ying-Long Guo, Xiao-Long Wan, Xingang Zhang*, Chang-Hua Ding* & Xue-Long Hou* Nat. Commun., 2021, 12, 6551.
Visible-Light-Induced Palladium-Catalyzed Selective Defluoroarylation of Trifluoromethylarenes with Arylboronic Acids Yun-Cheng Luo, Fei-Fei Tong, Yanxia Zhang, Chun-Yang He, and Xingang Zhang* J. Am. Chem. Soc. 2021, 143, 13971-13979.
Highly γ-Selective Arylation and Carbonylative Arylation of 3-Bromo-3,3-difluoropropene via Nickel Catalysis Ran Cheng, Yueqian Sang, Xing Gao, Shu Zhang, Xiao-Song Xue*, and Xingang Zhang* Angew. Chem. Int. Ed. 2021, 60, 12386-12391.
Using Chlorotrifluoroethane for Tifluoroethylation of (Hetero)Aryl Bromides and Chlorides via Nickel Catalysis Xuefei Li, Xing Gao, Chun-Yang He, Xingang Zhang* Org. Lett. 2021, 23, 1400−1405.
Access to α,α-Difluoro-γ-amino Acids by Nickel-Catalyzed Reductive Aryldifluoroacetylation of N-Vinylacetamide Qing-Wei Zhao, Zhi-Fang Yang, Xia-Ping Fu, Xingang Zhang* Synlett 2021, 32, 1565-1569.
Nickel-Catalyzed Four-Component Carbocarbonylation of Alkenes under 1 atm of CO Minqi Zhou†, Hai-Yang Zhao†, Shu Zhang, Yanxia Zhang, and Xingang Zhang* J. Am. Chem. Soc. 2020, 142, 42, 18191–18199.
Decarboxylative and Deaminative Alkylation of Difluoroenoxysilanes via Photoredox Catalysis: A General Method for Site-Selective Synthesis of Difluoroalkylated Alkanes Heng Song, Ran Cheng, Qiao-Qiao Min, Xingang Zhang* Org. Lett. 2020, 22, 7747-7751.
Nickel-catalyzed regioselective coupling reaction of 3,3,3-trifluoropropene with arylzinc reagents Ran Cheng, Chang Xu, Xingang Zhang* Chin. J. Org. Chem. 2020, 40, 3307-3313
Reductive Catalytic Difluorocarbene Transfer via Palladium Catalysis Xue-Ying Zhang, Shi-Ping Sun, Yue-Qian Sang, Xiao-Song Xue, Qiao-Qiao Min, and Xingang Zhang*Angew. Chem. Int. Ed. 2023, e202306501 DOI: 10.1002/anie.202306501
Copper-Catalyzed Difluorocarbene Transfer Enables Modular Synthesis Xin Zeng, Yao Li, Qiao-Qiao Min, Xiao-Song Xue*, Xingang Zhang*Nat. Chem., 2023, just accepted. DOI: 10.1038/s41557-023-01236-8
Nickel-Catalyzed Multicomponent Carbodifluoroalkylation of Electron-Deficient Alkenes Na Rao, Yun-Ze Li, Yun-Cheng Luo, Yanxia Zhang, and Xingang Zhang*ACS Catal. 2023, 13, 4111−4119 DOI: 10.1021/acscatal.2c06149
Recent advances in the synthesis of fluorinated amino acids and peptides Minqi Zhou, Zhang Feng and Xingang Zhang*Chem. Commun., 2023, 59, 1434-1448. DOI: 10.1039/d2cc06787k.
Highly Enantioselective Nickel-Catalyzed Dicarbofunctionalization of 3,3,3-Trifluoropropene Yun-Ze Li, Na Rao, Lun An, Xiao-Long Wan, Yanxia Zhang, and Xingang Zhang*Nat. Commun., 2022, 13, 5539.
3,3-Difluoroallyl Sulfonium Salts: Practical and Bench-StableReagents for Highly Regioselective gem-Difluoroallylations Xiao-Tian Feng, Jin-Xiu Ren, Xing Gao, Qiao-Qiao Min, and Xingang Zhang* Angew. Chem. Int. Ed. 2022, e202210103.DOI: 10.1002/anie.202210103.
Nickel-catalyzed alkyl-arylation of 3,3,3-trifluoropropene Chang Xu, Ming-Kuan Wang, Shu Zhang & Xingang Zhang* Commun. Chem. 2022, 5, 41.DOI: 10.1038/s42004-022-00659-7.
Coupling of Heteroaryl Halides with Chlorodifluoroacetamides and Chlorodifluoroacetate via Nickel Catalysis Dawei Zhang, Xing Gao, Qiao-Qiao Min, Yucheng Gu, Guillaume Berthon, and Xingang Zhang* Chem. Eur. J. 2022, 28, e202200642 DOI: 10.1002/chem.202200642
(Fluoro)alkylation of Alkenes Promoted by Photolysis of Alkylzirconocenes Xiaoxiao Ren, Xing Gao, Qiao-Qiao Min, Shu Zhang, and Xingang Zhang*Chem. Sci. 2022, 13, 3454-3460.
Palladium-Catalyzed Carbonylative Cross-Coupling of Difluoroalkyl Halides with Alkylboranes under 1 atm of CO Hai-Yang Zhao,§ Minqi Zhou,§ and Xingang Zhang* Org. Lett. 2021, 23, 23, 9106-9111.
Regio- and enantioselective umpolung gemdifluoroallylation of hydrazones via palladium catalysis enabled by N-heterocyclic carbene ligand Shuai Huang, Fei-Fei Tong, Da-Chang Bai, Gao-Peng Zhang, Yang-Jie Jiang, Bo Zhang, Xuebing Leng, Ying-Long Guo, Xiao-Long Wan, Xingang Zhang*, Chang-Hua Ding* & Xue-Long Hou* Nat. Commun., 2021, 12, 6551.
Visible-Light-Induced Palladium-Catalyzed Selective Defluoroarylation of Trifluoromethylarenes with Arylboronic Acids Yun-Cheng Luo, Fei-Fei Tong, Yanxia Zhang, Chun-Yang He, and Xingang Zhang* J. Am. Chem. Soc. 2021, 143, 13971-13979.
Highly γ-Selective Arylation and Carbonylative Arylation of 3-Bromo-3,3-difluoropropene via Nickel Catalysis Ran Cheng, Yueqian Sang, Xing Gao, Shu Zhang, Xiao-Song Xue*, and Xingang Zhang* Angew. Chem. Int. Ed. 2021, 60, 12386-12391.
Using Chlorotrifluoroethane for Tifluoroethylation of (Hetero)Aryl Bromides and Chlorides via Nickel Catalysis Xuefei Li, Xing Gao, Chun-Yang He, Xingang Zhang* Org. Lett. 2021, 23, 1400−1405.
Access to α,α-Difluoro-γ-amino Acids by Nickel-Catalyzed Reductive Aryldifluoroacetylation of N-Vinylacetamide Qing-Wei Zhao, Zhi-Fang Yang, Xia-Ping Fu, Xingang Zhang* Synlett 2021, 32, 1565-1569.
Nickel-Catalyzed Four-Component Carbocarbonylation of Alkenes under 1 atm of CO Minqi Zhou†, Hai-Yang Zhao†, Shu Zhang, Yanxia Zhang, and Xingang Zhang* J. Am. Chem. Soc. 2020, 142, 42, 18191–18199.
Decarboxylative and Deaminative Alkylation of Difluoroenoxysilanes via Photoredox Catalysis: A General Method for Site-Selective Synthesis of Difluoroalkylated Alkanes Heng Song, Ran Cheng, Qiao-Qiao Min, Xingang Zhang* Org. Lett. 2020, 22, 7747-7751.
Nickel-catalyzed regioselective coupling reaction of 3,3,3-trifluoropropene with arylzinc reagents Ran Cheng, Chang Xu, Xingang Zhang* Chin. J. Org. Chem. 2020, 40, 3307-3313
Copper-Catalyzed Enantioselective Trifluoromethylthiolation of Secondary Propargyl Sulfonates Xing Gao, Yu-Lan Xiao, Shu Zhang, Jian Wu, and Xingang Zhang* CCS Chem. 2020, 2, 1463-1471.
Nickel-Catalyzed Dicarbofunctionalization of Alkenes Yun-Cheng Luo, Chang Xu, Xingang Zhang* Chin. J. Chem. 2020, 38, 1371-1394.
trans-Selective Aryldifluoroalkylation of Endocyclic Enecarbamates and Enamides via Nickel Catalysis Chang Xu, Ran Cheng, Yun-Cheng Luo, Ming-Kuan Wang, and Xingang Zhang* Angew. Chem. Int. Ed. 2020, 59, 18741-18747.
Stereoselective Functionalization of Racemic Cyclopropylzinc Reagents via Enantiodivergent Relay Coupling Lun An†, Fei-Fei Tong†, Shu Zhang and Xingang Zhang* J. Am. Chem. Soc. 2020, 142, 11884-11892
Palladium Difluorocarbene Involved Catalytic Coupling with Terminal Alkynes Xue-Ying Zhang, Xia-Ping Fu, Shu Zhang, Xingang Zhang* CCS Chem. 2020, 2, 293–304.
Nickel-Catalyzed Carbodifunctionalization of N-Vinylamides enables Access to γ-Amino Acids Zhi-Fang Yanga , Chang Xub , Xing Zheng*, Xingang Zhang* Chem. Commun, 2020, 56, 2642-2645
Nickel-Catalyzed Carbonylation of Secondary Trifluoromethylated, Difluoromethylated, and Nonfluorinated Aliphatic Electrophiles with Arylboronic Acids under 1 atm of CO Ran Cheng, Hai-Yang Zhao, Shu Zhang, and Xingang Zhang* ACS Catal. 2020, 10, 36-42
Copper-Catalyzed Highly Enantioselective Difluoroalkylation of Secondary Propargyl Sulfonates with Difluoroenoxysilanes Xing Gao, Ran Cheng, Yu-Lan Xiao, Xiao-Long Wan, and Xingang Zhang*Chem. 2019, 5, 2987-2999
Controllable catalytic difluorocarbene transfer enables access to diversified fluoroalkylated arenes Xia-Ping Fu, Xiao-Song Xue, Xue-Ying Zhang, Yu-Lan Xiao, Shu Zhang, Yin-Long Guo, Xuebing Leng,Kendall N. Houk * and Xingang Zhang * Nat. Chem. 2019, 11, 948–956
Nickel-Catalyzed Difluoroalkylation-Alkylation of Enamides Chang Xu, Zhi-Fang Yang, Lun An, and Xingang Zhang*,ACS Catal. 2019, 9, 8224-8229
Palladium-catalyzed cross-coupling of unactivated alkylzinc reagents with 2-bromo-3,3,3-trifluoropropene and its application in the synthesis of fluorinated amino acids Yue-Guang Lou, An-Jun Wang, Liang Zhao, Lin-Feng He, Xiao-Fei Li, Chun-Yang He * and Xingang Zhang *Chem. Commun. 2019, 55, 3705-3708
Nickel-Catalyzed Carbonylation of Difluoroalkyl Bromides with Arylboronic Acids Hai-Yang Zhao, Xing Gao, Shu Zhang, and Xingang Zhang* Org. Lett., 2019, 21, 1031–1036
Nickel-Catalyzed Difluoromethylation of (Hetero)aryl Bromides with BrCF2H Xing Gao, Xu He and Xingang Zhang*Chin. J. Org. Chem. 2019, 39, 215-222
Ni-Catalyzed Defluorination for the Synthesis of gem-Difluoro-1,3-dienes and Their [4+2] Cycloaddition Reaction Minqi Zhou, Jian Zhang, Xing-Guo Zhang* and Xingang Zhang*Org.Lett. 2019, 21, 671- 674
Fluoroalkylation-Borylation of Alkynes: An Efficient Method To Obtain (Z)‑Tri- and Tetrasubstituted Fluoroalkylated Alkenylboronates Wen-Hao Guo, Hai-Yang Zhao, Zhi-Ji Luo, Shu Zhang, and Xingang Zhang*ACS Catal. 2019, 9, 38-43
Iron-Catalyzed Cross-Coupling of Diarylzinc Reagents with gem-Difluoropropargyl Bromide An, Lun Tong, Feifei Zhang, Xingang*Acta Chim. Sinica 2018, 76, 977—982
Palladium-catalyzed direct allylation of fluorinated benzothiadiazoles with allyl chlorides Jing Wang , Yan-Bo Yu , Xingang Zhang *Tetrahedron. 2018, 74, 6329 - 6334.
Nickel-Catalyzed Difluoroalkylation of (Hetero)aryl Bromides with Unactivated 1-Bromo-1,1-difluoroalkanes Xu He, Xing Gao, and Xingang Zhang*Chin. J. Chem. 2018, 36, 1059-1062.
Transition-Metal (Cu, Pd, Ni)-Catalyzed Difluoroalkylation via Cross-Coupling with Difluoroalkyl Halides Zhang Feng, Yu-Lan Xiao and Xingang Zhang*Acc. Chem. Res., 2018, 51, 2264-2278
Highly Selective Pd-Catalyzed Direct C-F Bond Arylation of Simple Polyfluoroarenes Zhi-Ji Luo, Hai-Yang Zhao, and Xingang Zhang*Org. Lett., 2018, 20, 2543-2546
A Bulky Diamine Ligand Promoted Cross-Coupling with Difluoroalkyl Bromides via Iron Catalysis Lun An, Yu-Lan Xiao, Shu Zhang and Xingang Zhang*Angew. Chem. Int. Ed. 2018, 57, 6921-6925
Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel Chang Xu, Wen-Hao Guo, Xu He, Ying-Long Guo, Xue-Ying Zhang, and Xingang Zhang* Nat. Commun., 2018, 9, 1170
Bromotrifluoromethane: A Useful Reagent for Hydrotrifluoromethylation of Alkenes and Alkynes Yu-Yan Ren, Xing Zheng,* and Xingang Zhang* Synlett, 2018, 29, 1028-1032