Deformylative Intramolecular Hydroarylation: Synthesis of Benzo[e]pyrido[1,2-a]indoles

Organic Letters
Youngeun Jung, Ikyon Kim

Abstract

Attempted cyclization of indolizines bearing both formyl and alkyne groups under acid catalysis provided benzo[e]pyrido[1,2-a]indoles with an aryl substituent at the C6 position as major products, along with the expected C5-acylated benzo[e]pyrido[1,2-a]indoles as minor ones, which resulted from preferential deformylative intramolecular hydroarylation instead of intended alkyne-carbonyl metathesis.

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Citations

Jul 14, 2016·Chemical Reviews·Enrique AguilarPatricia García-García
Oct 6, 2016·The Journal of Organic Chemistry·Sonu KumarAkhilesh K Verma
Mar 12, 2016·Organic & Biomolecular Chemistry·Sudam Ganpat DawandeSreenivas Katukojvala
Jul 12, 2016·Organic & Biomolecular Chemistry·Bartłomiej SadowskiDaniel T Gryko

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