Synthesis of Novel Heterocycles from 2-Amino-3-(cyanomethylsulfonyl)thiophene

Chad E. Stephens, J. Walter Sowell

Research output: Contribution to journalArticle

10 Scopus citations

Abstract

The synthesis and selected reactions of 2-amino-3-(cyanomethylsulfonyl)thiophene is reported. In particular, cyclization reaction of the versatile aminothiophene yielded a number of novel thieno[3,2-b][1,4]-thiazine 1,1-dioxides, as well as the analogous thieno[2,3-e][1,3,4]thiadiazine 4,4-dioxide. Reaction of the thienothiazine system with hydrazine was subsequently explored, which resulted in either ring-opening of the thiazine and formation of an aminopyrazole or solely ring cleavage depending on the thiazine substituent. Additionally, the synthesis of bis(2-amino-3-thienyl)sulfone and the corresponding bis-acetamide is described.

Original languageEnglish (US)
Pages (from-to)927-931
Number of pages5
JournalJournal of Heterocyclic Chemistry
Volume35
Issue number4
DOIs
StatePublished - Jan 1 1998
Externally publishedYes

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ASJC Scopus subject areas

  • Organic Chemistry

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