Concomitant Desulfurization and Transesterification of Alkyl Thionocarbamates

Abstract

Alkyl carbamate (such as 1) reacts with triphosgene at the nitrogen atom, whereas the analogous thionocarbamates (5) react at the sulfur. Subsequent treatment with various phenols or alcohols leads to the corresponding aryl carbamates or alkyl carbamates (6) respectively. The process thus involves both desulfurization and transesterification.

Keywords:

• Alkyl carbamate
• Aryl carbamate
• Thionocarbamate
• Sulfur

Acknowledgments

We thank CSIR for financial support (to SR) under the Emeritus Scientist Scheme and for the grant of a Research Associateship (to LNP) and an SRF (to UMJ). We are thankful to Mrs. Puranik of NCL for the X‐ray structure determination of compound (2c). We thank Ubichem, UK and Excel Ind., India for generous gifts of triphosgene.