4.7 Article

Metal-free transannulation reaction of indoles with nitrostyrenes: a simple practical synthesis of 3-substituted 2-quinolones

Journal

CHEMICAL COMMUNICATIONS
Volume 49, Issue 81, Pages 9305-9307

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cc45696j

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Funding

  1. Russian Foundation Basic Research [13-03-003004]
  2. US National Institute of General Medical Sciences [P20GM103451]

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3-Substituted 2-quinolones are obtained via a novel, metal-free transannulation reaction of 2-substituted indoles with 2-nitroalkenes in polyphosphoric acid. The reaction can be used in conjunction with the Fisher indole synthesis offering a practical three-component heteroannulation methodology to produce 2-quinolones from arylhydrazines, 2-nitroalkenes and acetophenone.

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