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

20 Scopus citations


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
Issue number42
StatePublished - Oct 25 2017
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry


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