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Tandem rearrangement involving a β-hydroxysulfoxide and cyclization processes toward the 1-benzenesulfonyl-5-benzenethio-1,2,2a,3,4,5-hexahydrobenz[c,d]indole oxygenated at the 4-position

✍ Scribed by Ioannis K. Stamos

Publisher: Journal of Heterocyclic Chemistry
Year: 1997
Tongue: English
Weight: 515 KB
Volume: 34
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570340518

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✦ Synopsis

Abstract

Treatment of compound 4 with trifluoroacetic anhydride under reflux in chlorobenzene underwent a tandem rearrangement to produce compound 5. When the acetylated derivative of 4, was treated with trifluoroacetic anhydride in the presence of Lewis acids produced two cis cyclized conformers 7a and 7b, presumably through the intermediate B.

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ChemInform Abstract: Tandem Rearrangemen

ChemInform Abstract: Tandem Rearrangement Involving a β-Hydroxysulfoxide and Cyclization Processes Toward the 1-Benzenesulfonyl-5-benzenethio-1,2,2a,3,4,5-hexahydrobenz[c,d]indole Oxygenated at the 4-Position.

✍ I. K. STAMOS 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 37 KB

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