4.8 Article

Cul-Catalyzed Coupling of gem-Dibromovinylanilides and Sulfonamides: An Efficient Method for the Synthesis of 2-Amidoindoles and Indolo[1,2-a]quinazolines

Journal

ORGANIC LETTERS
Volume 16, Issue 2, Pages 484-487

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol403365t

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Funding

  1. Council of Scientific and Industrial Research (CSIR), New Delhi, India

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A Cu(I)-catalyzed, intermolecular protocol for the synthesis of 2-amidoindoles and tetrahydroindolo[1,2-a]quinazolines in shorter time and high yields is reported. The key highlight of this disclosure is the formation of 2-amidoindole and tetrahydroindolo[1,2-a]quinazoline moieties directly from gem-dibromovinylanilides and sulfonamides in a one-pot fashion through the in situ formation of ynamides followed by a base-promoted intramolecular hydroamidation.

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