Direct Conversion of Alcohols to α-Chloro Aldehydes and α-Chloro Ketones

被引：54

作者：

Jing, Yuanyuan ^{[1
]}

Daniliuc, Constantin G. ^{[1
]}

Studer, Armido ^{[1
]}

机构：

[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 18期

关键词：

N-BROMOSUCCINIMIDE; SECONDARY ALCOHOLS; OXIDATION; CHLORINATION; MILD; BROMINATION; CATALYSIS;

D O I：

10.1021/ol5024568

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Direct conversion of primary and secondary alcohols into the corresponding alpha-chloro aldehydes and alpha-chloro ketones using trichloroisocyanuric acid, serving both as stoichiometric oxidant and alpha-halogenating reagent, is reported. For primary alcohols, TEMPO has to be added as an oxidation catalyst, and for the transformation of secondary alcohols (TEMPO-free protocol), MeOH as an additive is essential to promote chlorination of the intermediary ketones.

引用

页码：4932 / 4935

页数：4

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