A new and efficient route toward the preparation of diazo ketones using cyanuric chloride and diazomethane

被引：41

作者：

Forbes, DC ^{[1
]}

Barrett, EJ ^{[1
]}

Lewis, DL ^{[1
]}

Smith, MC ^{[1
]}

机构：

[1] Univ S Alabama, Dept Chem, Mobile, AL 36688 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 51期

关键词：

D O I：

10.1016/S0040-4039(00)01791-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method for the preparation of diazo ketones has been developed. 2,4,6-Trichloro-1,3,5-triazine (cyanuric chloride) has been found to be an excellent coupling reagent allowing for the efficient transfer of diazomethane to a carboxylic acid. Preparation of diazo ketones using carboxylic acids and triazine reagents is considerably more convenient than classical diazo transfer protocols because water does not have to be stringently removed and the entire procedure can be carried out in one-pot. Electron deficient and neutral aryl carboxylic acids were found to give better results than electron rich or aliphatic carboxylic acids. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：9943 / 9947

页数：5

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