Oxazepines and thiazepines. 41 [1]. Synthesis of 4-aryl-2,3-dihydro-2- styryl-1,5-benzothiazepines by the reaction of (E,E)-cinnamylideneacetophenones with 2-aminothiophenol and their conversion into 2,2-disubstituted 3-acetyl-2,3-dihydrobezothiazoles

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Abstract

New 4-aryl-2,3-dihydro-2-styryl-1,5-benzothiazepines 8-13 have been synthesized by an acid catalyzed reaction of 2-aminothiophenol (1) and (E,E)-cinnamylideneacetophenones 2-7. Ring contraction of 1,5-benzothiazepines 8-13 provided 2,2-disubstituted 3-acetyl-2,3-dihydrobenzothiazoles 14-19 under acetylating conditions.

Original languageEnglish
Pages (from-to)399-403
Number of pages5
JournalJournal of Heterocyclic Chemistry
Volume41
Issue number3
Publication statusPublished - May 2004

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Thiazepines
Oxazepines
Acids
2-aminothiophenol
1,5-benzothiazepine

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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title = "Oxazepines and thiazepines. 41 [1]. Synthesis of 4-aryl-2,3-dihydro-2- styryl-1,5-benzothiazepines by the reaction of (E,E)-cinnamylideneacetophenones with 2-aminothiophenol and their conversion into 2,2-disubstituted 3-acetyl-2,3-dihydrobezothiazoles",
abstract = "New 4-aryl-2,3-dihydro-2-styryl-1,5-benzothiazepines 8-13 have been synthesized by an acid catalyzed reaction of 2-aminothiophenol (1) and (E,E)-cinnamylideneacetophenones 2-7. Ring contraction of 1,5-benzothiazepines 8-13 provided 2,2-disubstituted 3-acetyl-2,3-dihydrobenzothiazoles 14-19 under acetylating conditions.",
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AB - New 4-aryl-2,3-dihydro-2-styryl-1,5-benzothiazepines 8-13 have been synthesized by an acid catalyzed reaction of 2-aminothiophenol (1) and (E,E)-cinnamylideneacetophenones 2-7. Ring contraction of 1,5-benzothiazepines 8-13 provided 2,2-disubstituted 3-acetyl-2,3-dihydrobenzothiazoles 14-19 under acetylating conditions.

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