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Kiruthika SE, Perumal PT. CuI-catalyzed coupling of gem-dibromovinylanilides and sulfonamides: an efficient method for the synthesis of 2-amidoindoles and indolo[1,2-a]quinazolines. Org Lett. 2013;16(2):484-7doi: 10.1021/ol403365t.
Kiruthika, S. E., & Perumal, P. T. (2014). CuI-catalyzed coupling of gem-dibromovinylanilides and sulfonamides: an efficient method for the synthesis of 2-amidoindoles and indolo[1,2-a]quinazolines. Organic letters, 16(2), 484-7. https://doi.org/10.1021/ol403365t
Kiruthika, Selvarangam E, and Perumal, Paramasivan Thirumalai. "CuI-catalyzed coupling of gem-dibromovinylanilides and sulfonamides: an efficient method for the synthesis of 2-amidoindoles and indolo[1,2-a]quinazolines." Organic letters vol. 16,2 (2014): 484-7. doi: https://doi.org/10.1021/ol403365t
Kiruthika SE, Perumal PT. CuI-catalyzed coupling of gem-dibromovinylanilides and sulfonamides: an efficient method for the synthesis of 2-amidoindoles and indolo[1,2-a]quinazolines. Org Lett. 2014 Jan 17;16(2):484-7. doi: 10.1021/ol403365t. Epub 2013 Dec 30. PMID: 24378141.
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Org Lett. 2014 Jan 17;16(2):484-7. doi: 10.1021/ol403365t. Epub 2013 Dec 30.

CuI-catalyzed coupling of gem-dibromovinylanilides and sulfonamides: an efficient method for the synthesis of 2-amidoindoles and indolo[1,2-a]quinazolines.

Organic letters

Selvarangam E Kiruthika, Paramasivan Thirumalai Perumal

Affiliations

  1. Organic Chemistry Division, CSIR-Central Leather Research Institute, Adyar, Chennai 600020, Tamilnadu, India.

PMID: 24378141 DOI: 10.1021/ol403365t

Abstract

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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