详细信息
Synthesis of gem-bis(trifluoromethyl)thietanes via [2+2] cycloaddition using HFA·3H2O/SOCl2 as a (CF3)2C00000000000000000000000000000000111111110000000011111111000000000000000000000000 S surrogate ( SCI-EXPANDED收录)
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)2C
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
通信作者:Yang, ZG[1];Chen, ZL[2]
机构:[1]Wuhan Univ Technol, Sch Chem Chem Engn & Life Sci, Wuhan 430070, Peoples R China;[2]Wuhan Univ, Zhongnan Hosp Wuhan Univ, Sch Pharmaceut Sci, Dept Spine Surg & Musculoskeletal Tumor, Wuhan 430071, Peoples R China;[3]Guizhou Inst Technol, Sch Chem Engn, Guiyang 550003, Peoples R China;[4]Chinese Acad Sci, Innovat Acad Precis Measurement Sci & Technol, Natl Ctr Magnet Resonance Wuhan, State Key Lab Magnet Resonance Spect & Imaging, Wuhan 430071, Peoples R China
第一机构:Wuhan Univ Technol, Sch Chem Chem Engn & Life Sci, Wuhan 430070, Peoples R China
通信机构:corresponding author), Wuhan Univ Technol, Sch Chem Chem Engn & Life Sci, Wuhan 430070, Peoples R China;corresponding author), Guizhou Inst Technol, Sch Chem Engn, Guiyang 550003, Peoples R 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:;WOS:【SCI-EXPANDED(收录号:WOS:001850497200001)】;
基金:This research was supported by the Chinese Medicine Scientific Research Projects of Hubei Provincial Administration of Traditional Chinese Medicine (ZY2025M041), the Hubei Province Health and Family Planning Scientific Research Project (WJ2025M199), the High Level Scientific Research Funding Project of Guizhou Institute of Technology (2023GCC024), the Strategic Priority Research Program of the Chinese Academy of Sciences (XDB0540000), the National Natural Science Foundation of China (22327901), the Science and Technology Plan Project of Guizhou Province (QiankeheJichu ZK[2024] yiban 519, ZK [2023] yiban 132), the Youth Science and Technology Talent Growth Project of Education Department of Guizhou Province (Qian Jiao Ji (2024)172), and the Translational Medicine and Interdisciplinary Research Joint Fund of Zhongnan Hospital of Wuhan University (ZNJC202327). We thank Mr Ran Zhang from the Core Facility of Wuhan University for his assistance with NMR.
语种:英文
摘要:Herein, we describe a highly chemo- and regioselective MgO-mediated [2+2] cycloaddition of styrenes using readily available HFA & centerdot;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.
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