Thiol-mediated radical cyclization: regioselective formation of indole-annulated sulfur heterocycles by tandem cyclization

• DOI: 10.1016/j.tetlet.2007.07.132
• Publication Date: 2007-07-31T11:27:05Z
• Authors: K.C. Majumdar; P. Debnath; S. Alam; P.K. Maji
• Keywords: Thiophenol; Tandem; Thiol

Abstract Indole-2-yl-prop-2-ynyl sulfides, under thiophenol-mediated alkenyl radical cyclization conditions, afforded exclusively 4-thiophenyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indoles or 3-thiophenylmethyl-2,3,8-trihydrothieno[2,3-b]indoles depending on the substituent at the indole nitrogen.