Understanding and Interrupting the Fischer Azaindolization Reaction

Bryan J. Simmons, Marie Hoffmann, Pier Alexandre Champagne, Elias Picazo, Katsuya Yamakawa, Lucas A. Morrill, K. N. Houk, Neil K. Garg

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Experimental and computational studies pertaining to the Fischer azaindolization reaction are reported. These studies explain why pyridylhydrazines are poorly reactive in Fischer indolization reactions, in addition to the origin of hydrazine substituent effects. Additionally, an interrupted variant of Fischer azaindolization methodology is disclosed, which provides a synthetic entryway into fused azaindoline scaffolds.

Original languageEnglish (US)
Pages (from-to)14833-14836
Number of pages4
JournalJournal of the American Chemical Society
Volume139
Issue number42
DOIs
StatePublished - Oct 25 2017
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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