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Paper | Regular issue | Vol 63, No. 12, 2004, pp.2785-2795
Published online, 8th October, 2004
DOI: 10.3987/COM-04-10219
Preparation of Benzothiopyrano[2,3-b]indoles by the Reaction of 1,3-Dihydroindole-2-thiones with Certain Dienophiles

Sukanta Kamila and Ed Biehl*

*Chemistry Department, Southern Methodist University, Dallas, TX 75275-0314, U.S.A.


Benzothiopyrano[2,3-b]indoles were prepared by the cyclization of 1,3-dihydroindole-2-thiones with various dienophiles. The 1,3-dihydroindole-2-thiones were readily synthesized by the reaction of oxindole with P2S5 followed by a piperidine-mediated condensation of the resulting thioindole with a suitable aromatic aldehyde.