Novel Route to 2,3-Substituted Benzo[b]thiophenes via Intramolecular Radical Cyclization

Prabal P Singh; A K Yadav; H Ila; H Junjappa

doi:10.1021/jo900615p

Novel Route to 2,3-Substituted Benzo[b]thiophenes via Intramolecular Radical Cyclization

J Org Chem. 2009 Aug 7;74(15):5496-501. doi: 10.1021/jo900615p.

Authors

Prabal P Singh¹, A K Yadav, H Ila, H Junjappa

Affiliation

¹ Department of Chemistry, Indian Institute of Technology, Kanpur-208016, India.

PMID: 19572579
DOI: 10.1021/jo900615p

Abstract

A novel route to 2,3-substituted benzo[b]thiophenes by intramolecular radical cyclization of polarized ketene dithioacetals derived from o-bromoarylacetonitriles or the corresponding 3-(methylthio)-3-alkyl/aryl/heteroaryl analogues has been reported.

Publication types

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

MeSH terms

Cyclization
Free Radicals / chemical synthesis
Free Radicals / chemistry
Molecular Structure
Stereoisomerism
Thiophenes / chemical synthesis*
Thiophenes / chemistry

Substances

Free Radicals
Thiophenes
benzothiophene