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

• Main Authors: Danilo Y. Albuquerque, Irlon M. Ferreira, Cristiano Raminelli
• Format: Article
• Language: English
• Published: Universidade Federal de Mato Grosso do Sul 2012-06-01
• Series: Orbital: The Electronic Journal of Chemistry
• Subjects: benzyne chemistry; silylaryl triflates; unnatural amino acids
• Online Access: http://orbital.ufms.br/index.php/Chemistry/article/view/379
• ISSN: 1984-6428

<p><strong><em></em></strong><em>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 80^oC for 24 h, resulting in the formation of N,N-diarylamino acid derivatives, important chiral intermediates in the construction of peptides and drugs.</em></p>