Isothiourea-catalyzed synthesis of pyrrole- and indole-functionalized tetrasubstituted pyridines

Shuyue Zhang, Will Hartley, Mark David Greenhalgh, Sean Ng, Alexandra Martha Zoya Slawin, Andrew David Smith

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)
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Abstract

The generation of pyrrole- and indole-functionalized tetrasubstituted pyridines in a one-pot process from 2-(pyrrol-1-yl)acetic acid or 2-(indol-1-yl)acetic acid and α,β-unsaturated N-sulfonyl-ketimines is described. The process is proposed to operate via an isothiourea-catalyzed Michael addition-lactamization, followed by elimination of sulfinic acid and O-acylation to provide the final pyridine product.
Original languageEnglish
Pages (from-to)4522-4525
Number of pages5
JournalChemCatChem
Volume12
Issue number18
Early online date22 Jul 2020
DOIs
Publication statusPublished - 18 Sept 2020

Keywords

  • Annulation
  • Isothiourea
  • Nitrogen heterocycles
  • Organocatalysis
  • Pyridines

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