Copper-catalyzed radical Heck type cyclization: a three-component reaction of DABCO•(SO2)2, aryldiazonium tetrafluoroborates and dienes toward sulfonated benzo- seven-membered nitrogen heterocycles

被引：55
作者：
Wang, Hepan
Wang, Bingbing
Sun, Song
Cheng, Jiang [1 ]
机构：
[1] Changzhou Univ, Sch Petrochem Engn, Changzhou 213164, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 17期
基金：
中国国家自然科学基金;
关键词：
C-H FUNCTIONALIZATION; BETA-KETO SULFONES; SULFUR-DIOXIDE; ALKYL-HALIDES; MULTICOMPONENT REACTION; INSERTION; ALKENYLATION; GENERATION; RINGS; SULFONYLATION;
D O I：
10.1039/c8qo00615f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A three-component reaction of the sulfur dioxide surrogate of DABCO(SO2)(2), aryldiazonium tetrafluoroborates and dienes has been developed, affording a series of sulfonated benzo- seven-membered nitrogen heterocycles in moderate to good yields. This procedure was triggered by the insertion of an in situ formed arylsulfonyl radical derived from DABCO(SO2)(2) and aryldiazonium tetrafluoroborates into electron-deficient vinyl, proceeding with a halogen-free radical Heck type reaction during cyclization.
引用
收藏
页码：2547 / 2551
页数：5
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