Benzotriazole-assisted thioacylation

Alan R Katritzky; Rachel M Witek; Valerie Rodriguez-Garcia; Prabhu P Mohapatra; James W Rogers; Janet Cusido; Ashraf A A Abdel-Fattah; Peter J Steel

doi:10.1021/jo050670t

Benzotriazole-assisted thioacylation

J Org Chem. 2005 Sep 30;70(20):7866-81. doi: 10.1021/jo050670t.

Authors

Alan R Katritzky¹, Rachel M Witek, Valerie Rodriguez-Garcia, Prabhu P Mohapatra, James W Rogers, Janet Cusido, Ashraf A A Abdel-Fattah, Peter J Steel

Affiliation

¹ Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA. Katritzky@chem.ufl.edu

PMID: 16277306
DOI: 10.1021/jo050670t

Abstract

[Chemical reaction: See text] Benzotriazole reagents for thioacylation (RCSBt), thiocarbamoylation (RR'NCSBt), aryl/alkoxythioacylation (ROCSBt), and aryl/alkylthiothioacylation (RSCSBt) are synthesized, and their utility is assessed by syntheses of representative heteroaryl thioureas 3a-g, thioamides 15a-s, thionoesters 16a-h, thiocarbamates 17a-e, dithiocarbamates 18a-d, thiocarbonates 19a-c, and dithiocarbonates 20a-c.