Regioselective synthesis of tetrasubstituted pyrroles by 1,3-dipolar cycloaddition and spontaneous decarboxylation

Yongju Kim, Jonghoon Kim, Seung Bum Park

Research output: Contribution to journalArticle

58 Citations (Scopus)

Abstract

We developed a novel regioselective synthesis of tetrasubstituted pyrroles via the classic 1,3-dipolar cycloaddition of α,β-unsaturated benzofuran-3(2H)-one and azlactones (1) followed by spontaneous decarboxylation. The complete regiochemical control of tetrasubstituted pyrroles was confirmed by the orthogonal synthesis of complementary regioisomers (7a and 7b) simply by using different azlactones (1a and 1b, respectively).

Original languageEnglish
Pages (from-to)17-20
Number of pages4
JournalOrganic Letters
Volume11
Issue number1
DOIs
Publication statusPublished - 2009 Jan 1
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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