4.7 Article

Regioselective Synthesis of Indolo[1,2-c]quinazolines and 11H-Indolo[3,2-c]quinolines via Copper-Catalyzed Cascade Reactions of 2-(2-BromoaryI)-1H-indoles with Aldehydes and Aqueous Ammonia

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 21, Pages 10955-10964

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02076

Keywords

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Funding

  1. National Natural Science Foundation of China [21202040, 21572047]
  2. China Postdoctoral Science Foundation [2014M55207, 2015T80771]
  3. Program for Innovative Research Team in Science and Technology in University of Henan Province [15IRTSTHN003]
  4. PCSIRT [IRT1061]

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Highly selective and convenient synthesis of indolo[1,2-c]quinazolines and 11H-indolo[3,2-c] quinolines through copper-catalyzed one-pot cascade reactions of 2-(2-bromoaryl)-1H-indoles with aldehydes and aqueous ammonia has been achieved. Notably, the regioselectivity was easily controlled by tuning the reaction conditions. Compared with literature methods, the present protocol features easily controlled selectivity, readily. available starting materials, good functional group tolerance, and simple operation procedures.

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