Iron Lewis acid catalyzed reactions of phenyldiazomethane with aromatic aldehydes

被引：30

作者：

Mahmood, SJ ^{[1
]}

Saha, AK ^{[1
]}

Hossain, MM ^{[1
]}

机构：

[1] Univ Wisconsin, Dept Chem, Milwaukee, WI 53201 USA

来源：

TETRAHEDRON | 1998年 / 54卷 / 3-4期

关键词：

D O I：

10.1016/S0040-4020(97)10287-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The iron Lewis acid 1 was found to catalyze reactions of phenyldiazomethane and aromatic aldehydes to give cisepoxides along with the corresponding ketones. The yield of the epoxide increased with electron-withdrawing substituents on the aldehyde, while little or no epoxide was formed with electron-donating substituents. The reaction was found to go through the coordination of the aldehyde to the iron Lewis acid instead of a carbene intermediate. (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

页码：349 / 358

页数：10

共 25 条

[11] A SELECTIVE METHOD FOR THE DIRECT CONVERSION OF ALDEHYDES INTO BETA-KETO-ESTERS WITH ETHYL DIAZOACETATE CATALYZED BY TIN(II) CHLORIDE [J].