Synthesis of novel cyclic sulfone dihydropyridines facilitated by a selective ethyl diazoacetate ring expansion

John H. Dodd, Charles F. Schwender, Yolanda Gray‐Nunez

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Abstract

A series of novel cyclic sulfone dihydropyridines with five to nine membered rings have been synthesized. Anomalous intermediates isolated from the Hantzch condensation were found to vary depending on the sulfone ring size and aromatic substitution. Tin tetrachloride has been shown to be a superior Lewis acid catalyst for ethyl diazoacetate ring expansion of the requesite β‐keto cyclic sulfone precursors.

Original languageEnglish (US)
Pages (from-to)1453-1456
Number of pages4
JournalJournal of Heterocyclic Chemistry
Volume27
Issue number5
DOIs
Publication statusPublished - Jan 1 1990

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All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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