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1-炔基(芳基)(四氟硼酸根)-λ³-溴烷的串联迈克尔加成-卡宾插入反应:1-(苯磺酰基)-和1-(三氟甲磺酰基)环戊烯环合反应

Tandem Michael addition-carbene insertion reaction of 1-alkynyl(aryl)(tetrafluoroborato)-lambda3-bromanes: 1-(phenylsulfonyl)- and 1-(trifluoromethylsulfonyl)cyclopentene annulation.

作者信息

Ochiai Masahito, Tada Norihiro, Nishi Yoshio, Murai Kentaro

机构信息

Faculty of Pharmaceutical Sciences, University of Tokushima, 1-78 Shomachi, Tokushima 770-8505, Japan.

出版信息

Chem Commun (Camb). 2004 Dec 21(24):2894-5. doi: 10.1039/b410830b. Epub 2004 Sep 27.

DOI:10.1039/b410830b
PMID:15599460
Abstract

Exposure of 1-alkynylp-(trifluoromethyl)phenyl-lambda(3)-bromanes to sodium benzenesulfinate or sodium trifluoromethanesulfinate in dichloromethane at 0 degree C under argon resulted in tandem Michael-carbene insertion reactions to produce 1-sulfonylcyclopentenes selectively, with concomitant formation of a small amount of rearranged 1-alkynyl sulfones.

摘要

在氩气氛围下,于0℃将1-炔基[对(三氟甲基)苯基](四氟硼酸根)-λ(3)-溴烷与苯亚磺酸钠或三氟甲磺酸钠在二氯甲烷中反应,会发生串联迈克尔-卡宾插入反应,选择性地生成1-磺酰基环戊烯,并伴随少量重排的1-炔基砜的形成。

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