Iron-Catalyzed Sulfonylthiocyanation of α,β-Unsaturated Amides/Esters via the Insertion of Sulfur Dioxide

被引：14
|
作者：
Jia, Xiuwen [1 ,2 ]
Luo, Liping [1 ,2 ]
Huang, Chunxi [1 ,2 ]
Zhang, Xuemei [1 ,2 ]
Lian, Zhong [1 ,2 ]
机构：
[1] Sichuan Univ, West China Hosp, Dept Dermatol, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
[2] Sichuan Univ, West China Hosp, Canc Ctr, Chengdu 610041, Peoples R China
来源：
ORGANIC LETTERS | 2022年 / 24卷 / 41期
基金：
中国国家自然科学基金;
关键词：
MULTICOMPONENT REACTIONS; STYRENE DERIVATIVES; ALKENES; DIFUNCTIONALIZATION; ARYLSULFONYLATION;
D O I：
10.1021/acs.orglett.2c02954
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An iron-catalyzed four-component sulfonylthiocyanation between alpha,beta-unsaturated amides/esters, TMSNCS, aryldiazonium tetrafluoroborates, and sulfur dioxide (from SOgen) is demonstrated. This protocol is characterized by mild reaction conditions, good functional group compatibility, broad substrate scope, and good to excellent yields, providing a feasible method for the preparation of beta-thiocyanated sulfone compounds. The preliminary mechanism investigation shows that a radical pathway may be involved in the process.
引用
收藏
页码：7560 / 7565
页数：6
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