Understanding and Interrupting the Fischer Azaindolization Reaction

• DOI: 10.1021/jacs.7b07518
• Publication Date: 2017-10-12T12:55:04Z
• Authors: Bryan J. Simmons; Marie Hoffmann; Pier Alexandre Ch...; Elias Picazo; Katsuya Yamakawa; Lucas A. Morrill; K. N. Houk; Neil K. Garg
• Keywords: Hydrazine (antidepressant)

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