Synthesis 2012; 44(16): 2579-2586
DOI: 10.1055/s-0032-1316670
paper
© Georg Thieme Verlag Stuttgart · New York

Thermally Induced Cyclization of Electron-Rich N-Arylthiobenzamides to Benzothiazoles

Oscene V. Barrett
Department of Chemistry, University of the West Indies, Mona, Kingston 7, Jamaica , Fax: +1876(977)1835   Email: yvette.jackson@uwimona.edu.jm
,
Nadale K. Downer-Riley
Department of Chemistry, University of the West Indies, Mona, Kingston 7, Jamaica , Fax: +1876(977)1835   Email: yvette.jackson@uwimona.edu.jm
,
Yvette A. Jackson*
Department of Chemistry, University of the West Indies, Mona, Kingston 7, Jamaica , Fax: +1876(977)1835   Email: yvette.jackson@uwimona.edu.jm
› Author Affiliations
Further Information

Publication History

Received: 30 April 2012

Accepted after revision: 11 June 2012

Publication Date:
23 July 2012 (online)


Abstract

Heating N-(2-methoxyphenyl)benzenecarbothioamides in refluxing nitrobenzene for 24 hours gives the corresponding benzothiazoles with intramolecular ipso substitution of the ortho-methoxy­ substituent. The thermal cyclization of various other N-arylthiobenzamides is also explored.