Regioselective synthesis of tetrahydrothiochromen-5-ones via a one-pot three-component solvent-free domino protocol

Sushobhan Chowdhury; Ganesh Chandra Nandi; Subhasis Samai; Maya Shankar Singh

doi:10.1021/ol201458q

Regioselective synthesis of tetrahydrothiochromen-5-ones via a one-pot three-component solvent-free domino protocol

Org Lett. 2011 Jul 15;13(14):3762-5. doi: 10.1021/ol201458q. Epub 2011 Jun 20.

Authors

Sushobhan Chowdhury¹, Ganesh Chandra Nandi, Subhasis Samai, Maya Shankar Singh

Affiliation

¹ Department of Chemistry, Faculty of Science, Banaras Hindu University, Varanasi-221005, India.

PMID: 21688790
DOI: 10.1021/ol201458q

Abstract

A highly efficient one-pot three-component regioselective synthesis of 4-aryl-3-aroyl-2-methylsulfanyl-4,6,7,8-tetrahydrothiochromen-5-ones has been developed by annulation of β-oxodithioesters with aldehydes and cyclic 1,3-diketones under solvent-free conditions promoted by P(2)O(5). No cocatalyst or activator is needed in this protocol. The merit of this process is highlighted by its high efficiency of producing three new bonds and a stereocenter in one operation.