Continuous Flow Oxidation of Alcohols and Aldehydes Utilizing Bleach and Catalytic Tetrabutylammonium Bromide

被引：68

作者：

Leduc, Andrew B. ^{[1
]}

Jamison, Timothy F. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2012年 / 16卷 / 05期

基金：

加拿大自然科学与工程研究理事会;

关键词：

HYPERVALENT IODINE REAGENTS; METHYL-ESTERS; DIRECT CONVERSION; AROMATIC-ALDEHYDES; ACTIVATED ALCOHOLS; AEROBIC OXIDATION; MOLECULAR-IODINE; FACILE; HYPOCHLORITE; CHEMISTRY;

D O I：

10.1021/op200118h

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

We report a method for the oxidation of a range of alcohols and aldehydes utilizing a simple flow system of alcohols in EtOAc with a stream of 12.5% NaOCl and catalytic Bu4NBr. Secondary alcohols are oxidized to ketones, aldehydes are oxidized directly to methyl esters in the presence of methanol, and benzylic alcohols are oxidized to either benzaldehydes or methyl esters, depending on the conditions used. The reaction conditions are mild and generally provide complete conversion in 5-30 min.

引用

页码：1082 / 1089

页数：8

共 81 条

[1] Advanced organic synthesis using microreactor technology [J].