Chlorination of isatins with trichloroisocyanuric acid

Abstract

Isatin and its derivatives have been extensively reported in the literature as having range of potential pharmacological compounds. The Sandmeyer method is the most widely used for isatin synthesis and furnishes different substituted isatins, usually with high yields. Although efficient, the Sandmeyer route has certain limitations, such as the formation of a mixture of regiosiomers and low yields depending on the type and position of the substituent. Thus, overcome these limitations, it is preferable that some derivative isatins be obtained by alternative methods. This article has investigated the chlorination of isatin derivatives using trichloroisocyanuric acid [1,3,5-trichloro- 1,3,5-triazine-2,4,6-(1H,3H,5H)-trione or TCCA] at different reaction conditions. © 2011 Sociedade Brasileira de Química.