Base-Promoted Synthesis of Quinoline-4(1H)-thiones from o-Alkynylanilines and Aroyl Isothiocyanates

Anju Modi; Prasenjit Sau; Bhisma K Patel

doi:10.1021/acs.orglett.7b02993

Base-Promoted Synthesis of Quinoline-4(1H)-thiones from o-Alkynylanilines and Aroyl Isothiocyanates

Org Lett. 2017 Nov 17;19(22):6128-6131. doi: 10.1021/acs.orglett.7b02993. Epub 2017 Nov 1.

Authors

Anju Modi¹, Prasenjit Sau¹, Bhisma K Patel¹

Affiliation

¹ Department of Chemistry, Indian Institute of Technology Guwahati , North Guwahati 781039, India.

PMID: 29090938
DOI: 10.1021/acs.orglett.7b02993

Abstract

A base-promoted synthesis of quinoline-4(1H)-thiones has been accomplished from the in situ generated o-alkynylthiourea, obtained by reacting o-alkynylanilines with aroyl/acyl isothiocyanates. A 6-exo-dig S-cyclization of the in situ generated thiourea is followed by a rearrangement to give quinoline-4(1H)-thiones.

Publication types

Research Support, Non-U.S. Gov't