Dual Intermolecular Allylic C-H Functionalization of the Tetrasubstituted Alkene Scaffold

被引：3

作者：

Martinez, Claudio ^{[1
]}

Muniz, Kilian ^{[1
,2
]}

机构：

[1] Inst Chem Res Catalonia ICIQ, Ave Paisos Catalans 16, Wuhan 430070, Peoples R China

[2] ICREA, Pg Lluis Companys 23, Barcelona 08010, Spain

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 10期

关键词：

Alkenes; Allylic compounds; Oxidation; Amination; Chlorine; Dienes; BROMINE-CATALYZED AZIRIDINATION; METAL-FREE AZIRIDINATION; ENOL ETHER CHEMISTRY; CHLORAMINE-T; BOND FUNCTIONALIZATION; N-BROMOSUCCINIMIDE; AMINATION; OLEFINS; IODINE; OXIDATION;

D O I：

10.1002/ejoc.201701624

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Activation of chloramine-T (TsNNaCl) with a BrOnsted acid generates an active reagent for the double allylic C-H functionalization of tetrasubstituted alkenes in an intermolecular manner. The reaction generates a carbon-nitrogen and a carbon-chlorine bond, and proceeds with complete regio- and chemoselectivity. A total of 14 examples demonstrate the applicability of the dual C-H functionalization process. The mechanism involves the intermediacy of a 1,3-butadiene derivative; 1,3-butadienes can also be used directly as substrates.

引用

页码：1248 / 1254

页数：7

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