Aerobic oxidation of secondary benzylic alcohols and direct oxidative amidation of aryl aldehydes promoted by sodium hydride

被引：75

作者：

Wang, Xinbo ^{[1
]}

Wang, David Zhigang ^{[1
]}

机构：

[1] Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Key Lab Chem Genom, Shenzhen 518055, Peoples R China

来源：

TETRAHEDRON | 2011年 / 67卷 / 19期

基金：

美国国家科学基金会;

关键词：

Sodium hydride; Aerobic oxidation; Oxidative amidation; Benzylic alcohol; Sodium hydrogen peroxide; PALLADIUM-CATALYZED OXIDATION; KINETIC RESOLUTION; MOLECULAR-OXYGEN; SELECTIVE OXIDATION; RUTHENIUM CATALYSTS; METAL-FREE; MILD; EFFICIENT; AMIDES; PEROXIDE;

D O I：

10.1016/j.tet.2011.03.052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We reported herein new reactivities and possible mechanistic implications of a simplest oxidant (NaH/air) uncovered on a broad range of useful transformations, including aerobic alcohol oxidations, allylic alcohol isomerizations and oxidations, cyclopropyl alcohol fragmentations, and direct aryl aldehyde oxidative amidations. These readily implementable transition-metal-free processes feature exceptional material accessibility, operational simplicity, and environmental compatibility, and add new dimensions to its synthetic utilities that are fairly robust yet had not previously been fully realized and systematically explored. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：3406 / 3411

页数：6

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