Synthesis of β-keto sulfones via a multicomponent reaction through sulfonylation and decarboxylation

被引：86
|
作者：
Yu, Jiyao [2 ]
Mao, Runyu [1 ]
Wang, Qingyu [1 ]
Wu, Jie [1 ,3 ]
机构：
[1] Fudan Univ, Dept Chem, 220 Handan Rd, Shanghai 200433, Peoples R China
[2] Georgia Inst Technol, Sch Chem & Biochem, 901 Atlantic Dr, Atlanta, GA 30332 USA
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 04期
基金：
中国国家自然科学基金;
关键词：
PALLADIUM-CATALYZED AMINOSULFONYLATION; SULFUR-DIOXIDE; AEROBIC OXYSULFONYLATION; SULFINIC ACIDS; CONVENIENT SYNTHESIS; N-ARYLACRYLAMIDES; PHOSPHINE OXIDES; HIGHLY EFFICIENT; VINYL SULFONES; ENOL ACETATES;
D O I：
10.1039/c7qo00026j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A copper(I)-catalyzed synthesis of beta-keto sulfones through a multicomponent reaction of aryldiazonium tetrafluoroborates, 3-arylpropiolic acids, sulfur dioxide, and water was developed. This reaction proceeds through a tandem radical process, and the sulfonyl radical, generated from the combination of aryldiazonium tetrafluoroborates with DABCO center dot (SO2)(2), acts as the key intermediate. The transformation involves sulfonylation and decarboxylation, which allows for the efficient synthesis of the desired beta-keto sulfones.
引用
收藏
页码：617 / 621
页数：5
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