Unsaturated sulfoxides in organic synthesis: A new general pyrrole synthesis

Wing Hong CHAN*, Albert W M LEE, Ka Ming Lee, Tin Yau Lee

*Corresponding author for this work

Research output: Contribution to journalJournal articlepeer-review

13 Citations (Scopus)

Abstract

Pyrroles have been efficiently synthesised by a three-step reaction sequence. Michael addition of keto esters onto phenyl vinyl sulfoxide followed by Pummerer rearrangement gave the cyclic key intermediate 3. Mercury(II) salt induced carbon-sulfur bond cleavage afforded a 1,4-dicarbonyl equivalent 5. Treatment of the latter with an ammonium salt or a primary amine led to substituted pyrroles.

Original languageEnglish
Pages (from-to)2355-2356
Number of pages2
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number17
DOIs
Publication statusPublished - 1994

Scopus Subject Areas

  • Chemistry(all)

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