Synthesis of methyl 3-amino-4-aryl(or methyl)sulfonyl-2- thiophenecarboxylates from 3-alkoxy-2-aryl(or methyl)-sulfonylacrylonitriles

Chad E. Stephens, Matthew B. Price, J. Walter Sowell

Research output: Contribution to journalArticle

13 Scopus citations

Abstract

The synthesis of a series of methyl 3-amino-4-aryl(or methyl)sulfonylthiophene-2-carboxylates by reaction of 3-alkoxy-2-aryl(or methyl)sulfonylacrylonitriles with methyl thioglycolate in the presence of triethylamine is described. Hydrolysis/decarboxylation of the ester at the 2- position and acylation of the resulting amine represents a convenient route to 4-arylsulfonyl-3-carboxamidothiophenes. Attempted acylation of a title aminothiophene under standard conditions was unsuccessful.

Original languageEnglish (US)
Pages (from-to)659-665
Number of pages7
JournalJournal of Heterocyclic Chemistry
Volume36
Issue number3
DOIs
StatePublished - Jan 1 1999
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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