Silylaryl triflates in the formation of arynes with application in the preparation of N,N-diarylamino acid derivatives

Abstract

Through this work we are developing our research involving the formation of arynes from 2-(trimethylsilyl)aryl triflates, under relatively mild reaction conditions. Thus, esters of amino acids are being subjected to the reaction with 2-(trimethylsilyl)aryl triflates, using cesium fluoride in acetonitrile at 80oC for 24 h, resulting in the formation of N,N-diarylamino acid derivatives, important chiral intermediates in the construction of peptides and drugs.

Keywords

• benzyne chemistry
• silylaryl triflates
• unnatural amino acids