Bronsted Base-Modulated Regioselective Pd-Catalyzed Intramolecular Aerobic Oxidative Amination of Alkenes: Formation of Seven-Membered Amides and Evidence for Allylic C-H Activation

被引：106

作者：

Wu, Liang ^{[1
]}

Qiu, Shuifa ^{[1
]}

Liu, Guosheng ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 12期

基金：

中国国家自然科学基金;

关键词：

N BOND FORMATION; AZA-WACKER REACTIONS; EFFICIENT SYNTHESIS; TERMINAL OLEFINS; TERTIARY-AMINES; PALLADIUM; ALKYLATION; DIAMINATION; DERIVATIVES; CARBAZOLES;

D O I：

10.1021/ol900941t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel palladium-catalyzed intramolecular aerobic oxidative allylic C-H amination of olefins has been developed. Bronsted base can modulate the regioselectivity, favoring the formation of 7-membered rings. Mechanistic studies using deuterium-labeled substrates as probes support a rate-determining allylic C-H activation/irreversible reductive elimination pathway.

引用

页码：2707 / 2710

页数：4

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