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Synlett 1999; 1999(6): 733-734
DOI: 10.1055/s-1999-2728
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Organoselenium-Induced Cyclization of 2-Alkenylthiazolines to Functionalized γ-Lactams

Keiji Terao* , Munetaka Kunishima, Shohei Tani
  • *Wacker Chemicals East Asia Ltd., 2-14-1 Nishi-Waseda, Shinjuku-ku, Tokyo 169-0051, Japan; E-mail: kei.terao@wacker.de
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Publication Date:
31 December 1999 (online)

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The reaction of alkenylthiazolines with benzeneselenenyl bromide in a mixed solvent of acetonitrile and water saturated with sodium bicarbonate gives lactams bearing both mercaptoethyl and phenylselenenyl groups in moderate to good yields. Intramolecular amidoselenation and subsequent hydrolysis will be involved.

amidoselenation - thiazolines - γ-lactams - selenides - thiols

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