Direct synthesis of ortho-methylthio allyl and vinyl ethers via three component reaction of aryne, activated alkene and DMSO

被引:21
|
作者
Hazarika, Hemanta [1 ,2 ]
Gogoi, Pranjal [1 ,2 ]
机构
[1] CSIR, Chem Sci & Technol Div, Appl Organ Chem Grp, North East Inst Sci & Technol, Jorhat 785006, Assam, India
[2] Acad Sci & Innovat Res AcSIR, CSIR NEIST Campus, Ghaziabad, India
关键词
COUPLING REACTION; CARBON-CARBON; STRAIGHTFORWARD SYNTHESIS; SEQUENTIAL REACTION; O-IODOANILINES; C-H; INSERTION; BOND; CONSTRUCTION; SULFONES;
D O I
10.1039/d0ob00275e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthetic strategy has been developed for the direct synthesis of ortho-methylthio allyl and vinyl ethers via three-component reaction of in situ generated aryne, activated alkene and DMSO. This reaction proceeds via several bond cleavage and bond formation processes in a single operation. Mechanistic studies reveal that DMSO served as both a methylthiolating agent and an oxygen source. This synthetic method provides a wide range of ortho-methylthio-substituted arenes in good yields.
引用
收藏
页码:2727 / 2738
页数:12
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