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A one-step synthesis of gem-difluoroolefins from alcohols

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成果类型:
期刊论文
作者:
Xiao, Xuan;Yao, Xu;Yu, Jiao;Tang, Ting;Xiao, Can;...
通讯作者:
Zheng, Xing;Lin, Jin-Hong;Xiao, Ji-Chang
作者机构:
[Gu, Jinying; Tang, Ting; Xiao, Xuan; Yao, Xu; Xiao, Can; Zheng, Xing] Univ South China, Hunan Prov Cooperat Innovat Ctr Mol Target New Dr, Dept Pharm,Grp Lead Compound, Hunan Prov Key Lab Tumor Microenvironm Respons Dr, Hengyang 421001, Hunan, Peoples R China.
[Yu, Jiao; Xiao, Xuan; Lin, Jin-Hong; Xiao, Can; Lin, JH; Xiao, Ji-Chang] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China.
通讯机构:
[Zheng, Xing; Lin, JH; Xiao, JC] U
Univ South China, Hunan Prov Cooperat Innovat Ctr Mol Target New Dr, Dept Pharm,Grp Lead Compound, Hunan Prov Key Lab Tumor Microenvironm Respons Dr, Hengyang 421001, Hunan, Peoples R China.
Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China.
语种:
英文
关键词:
gem-Difluoroolefins;Alcohols;Phosphonium ylide;Difluorocarbene;One-step synthesis
期刊:
Journal of Fluorine Chemistry
ISSN:
0022-1139
年:
2020
卷:
240
页码:
109649
基金类别:
We thank the National Natural Science Foundation ( 21421002 , 21672242 , 21971252 , 21991122 ), Key Research Program of Frontier Sciences , Chinese Academy of Sciences (CAS) ( QYZDJSSWSLH049 ), Youth Innovation Promotion Association CAS ( 2019256 ), the Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study ( 0223-0007-000004 ), the Undergraduate Research Learning and Innovative Experiment Project ( G201910555028 , S201910555024 , S201910555143 , X2019177 , X2019178 , X2019179 , 2018XJXZ349 , 2018XJXZ350 , 2018XJXZ351 , 2018XJXZ360 , 2018XJXZ363 ), Hunan Provincial Hengyang Joint Fund ( 2020JJ6052 ), Program for Innovative Talent Team of Hengyang ( 2017-1 ), the Key Project of Hengyang Science and Technology Department ( 2017KJ166 ) for financial support. We thank the National Natural Science Foundation (21421002, 21672242, 21971252, 21991122), Key Research Program of Frontier Sciences, Chinese Academy of Sciences (CAS)(QYZDJSSWSLH049), Youth Innovation Promotion Association CAS (2019256), the Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study (0223-0007-000004), the Undergraduate Research Learning and Innovative Experiment Project (G201910555028, S201910555024, S201910555143, X2019177, X2019178, X2019179, 2018XJXZ349, 2018XJXZ350, 2018XJXZ351, 2018XJXZ360, 2018XJXZ363), Hunan Provincial Hengyang Joint Fund (2020JJ6052), Program for Innovative Talent Team of Hengyang (2017-1), the Key Project of Hengyang Science and Technology Department (2017KJ166) for financial support.
机构署名:
本校为第一且通讯机构
院系归属:
药学与生物科学学院
摘要:
The development of efficient protocols for the synthesis of gem-difluoroolefins has received increasing attention. Given the ubiquity of hydroxyl group in biologically active molecules and synthetic intermediates, we developed a one-step protocol for the conversions of alcohols into gem-difluoroolefins. The reactions of alcohols with Ph3P+CF2CO2−/Burgess reagent in DMSO occurred smoothly to afford the final products in moderate to high yields. DMSO is not only necessary for the oxidation process, but also important for the stabilization of...

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