Regio- and Stereoselective Synthesis of β-Methylthio Vinyl Triflates

被引：11
作者：
Tang, Meizhong [1 ]
Wei, Yongjiao [2 ]
Huang, Shenlin [1 ]
Xie, Lan-Gui [2 ]
机构：
[1] Nanjing Forestry Univ, Coll Chem Engn, Jiangsu Coinnovat Ctr Efficient Proc & Utilizat Fo, Nanjing 210037, Peoples R China
[2] Nanjing Normal Univ, Natl & Local Joint Engn Res Ctr Biomed Funct Mat, Sch Chem & Mat Sci, Jiangsu Key Lab New Power Batteries, Nanjing 210023, Peoples R China
来源：
ORGANIC LETTERS | 2022年
基金：
中国国家自然科学基金;
关键词：
DIMETHYL(METHYLTHIO)SULFONIUM FLUOROBORATE DMTSF; METHANESULFENYL FLUORIDE; ORTHO-PROPARGYLATION; NUCLEOPHILIC-ATTACK; FORMAL ADDITION; OLEFINS; ALKYNES; TRIPHENYLPHOSPHINE; CONVERSION; SULFOXIDES;
D O I：
10.1021/acs.orglett.2c02880
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Vinyl triflates are commonly employed as electrophilic vinyl sources in complex synthesis. The triflation of enolates is commonly required for the preparation of vinyl triflates, generally under strongly basic conditions. Herein, the reaction between alkynes and dimethyl(methylthio)sulfonium trifluoromethanesulfonate is presented, which leads to the development of a facile synthesis of beta-methylthio vinyl triflates in a chemo-, regio-, and stereoselective manner under neutral and extremely simple conditions.
引用
收藏
页码：7026 / 7030
页数：5
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