详细信息
Synthesis of gem-bis(trifluoromethyl)thietanes via [2+2] cycloaddition using HFA·3H2O/SOCl2 as a (CF3)2CS surrogate ( EI收录) 被引量:53
文献类型:期刊文献
英文题名:Synthesis of gem-bis(trifluoromethyl)thietanes via [2+2] cycloaddition using HFA·3H2O/SOCl2 as a (CF3)2CS surrogate
作者:Chu, Siwen Sun, Yameng Xiang, Lu Rao, Junyi Pei, Meng Zeng, Zhengwu Shen, Yongcun Chen, Zhenling Jiang, Zhong-Xing Yang, Zhigang
第一作者:Chu, Siwen
机构:[1] School of Chemistry, Chemical Engineering and Life Sciences, Wuhan University of Technology, Wuhan, 430070, China; [2] Department of Spine Surgery and Musculoskeletal Tumor, Zhongnan Hospital of Wuhan University, School of Pharmaceutical Sciences, Wuhan University, Wuhan, 430071, China; [3] School of Chemical Engineering, Guizhou Institute of Technology, Guiyang, 550003, China; [4] State Key Laboratory of Magnetic Resonance Spectroscopy and Imaging, National Center for Magnetic Resonance in Wuhan, Wuhan Institute of Physics and Mathematics, Innovation Academy for Precision Measurement Science and Technology, Chinese Academy of Sciences, Wuhan, 430071, China
第一机构:School of Chemistry, Chemical Engineering and Life Sciences, Wuhan University of Technology, Wuhan, 430070, China
通信机构:School of Chemical Engineering, Guizhou Institute of Technology, Guiyang, 550003, China|贵州理工学院化学工程学院;贵州理工学院;
年份:2026
外文期刊名:New Journal of Chemistry
收录:EI(收录号:20263421344801);Scopus(收录号:2-s2.0-105048026352)
语种:英文
外文关键词:Chlorine compounds - Cycloaddition - Hafnium compounds - Medicinal chemistry
摘要:Herein, we describe a highly chemo- and regioselective MgO-mediated [2+2] cycloaddition of styrenes using readily available HFA·3H2O and SOCl2 as a convenient (CF3)2CS surrogate, which efficiently affords gem-bis(trifluoromethyl)thietanes in excellent to quantitative yields. This operationally simple protocol exhibits broad substrate scope and functional group tolerance, successful gram-scale preparation, and late-stage functionalization of complex drug molecules. Detailed mechanistic studies implicate hexafluoroisopropyl polysulfide intermediates, elucidating the origin of the (CF3)2CS species and the proposed cyclization pathway. This journal is ? The Royal Society of Chemistry and the Centre National de la Recherche Scientifique, 2026.
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