Junjappa-ila annulation: α-oxoketene dithioacetal mediated synthesis of substituted benzotriazoles

Nitinkumar S. Shetty, Ravi S. Lamani, Shridhar I. Panchamukhi, Imtiyaz Ahmed M Khazi

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) 2-(1-Benzyl-1H-1,2,3-triazole-4-yl)-3- methylsulfanyl-5-oxo-5-substituted-pent-2-enenitrile 3a-e were obtained in good yields by condensation of (1-benzyl-1H-1,2,3-triazole-4-yl)acetonitrile (1) with various α-oxoketene dithioacetals 2a-e in the presence of sodium hydride. The intermediates 3a-e underwent facile acid-induced cyclization in the presence of PTSA to afford the corresponding benzotriazoles 4a-e in moderate yields.

Original languageEnglish
Pages (from-to)774-777
Number of pages4
JournalJournal of Heterocyclic Chemistry
Volume46
Issue number4
DOIs
Publication statusPublished - 07-2009

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All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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