Regioselective dehydroxytrifluoromethylthiolation of allylic and propargylic alcohols with AgSCF3

被引：5
作者：
Liu, Yin-Li [1 ]
Xu, Xiu-Hua [1 ]
Qing, Feng-Ling [1 ,2 ]
机构：
[1] Univ Chinese Acad Sci, Shanghai Inst Organ Chem, Chinese Acad Sci, Key Lab Organofluorine Chem,Ctr Excellence Mol Sy, 345 Lingling Lu, Shanghai 200032, Peoples R China
[2] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Minist Educ, Key Lab Sci & Technol Ecotext, 2999 North Renmin Lu, Shanghai 201620, Peoples R China
来源：
TETRAHEDRON LETTERS | 2019年 / 60卷 / 14期
基金：
中国国家自然科学基金;
关键词：
Trifluoromethylthiolation; Allylic alcohol; Propargylic alcohol; Regioselective; COPPER-CATALYZED TRIFLUOROMETHYLATION; SILYL ENOL ETHERS; NUCLEOPHILIC TRIFLUOROMETHYLTHIOLATION; ENANTIOSELECTIVE FLUORINATION; OXIDATIVE TRIFLUOROMETHYLATION; TERMINAL ALKENES; ALLYLSILANES; DIFLUOROCARBENE; CASCADE; REAGENT;
D O I：
10.1016/j.tetlet.2019.02.045
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of easily available Morita-Baylis-Hillman (MBH) alcohols with AgSCF3 in the presence of n-Bu4NI and KI affords primary allylic SCF3 products in high yields and excellent regioselectivities. This regioselective dehydroxytrifluoromethylthiolation protocol could also be extended to propargylic alcohols for the preparation of the primary propargylic SCF3 products. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码：953 / 956
页数：4
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