4.2 Article

Selective one-pot synthesis of 11-arylmethylidene-11H-isoindolo[2,1-a]benzimidazoles and 6-arylbenzimidazo[2,1-a]isoquinolines from o-alkynylbenzaldehydes and o-diaminobenzenes

Journal

MENDELEEV COMMUNICATIONS
Volume 27, Issue 3, Pages 231-233

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ELSEVIER
DOI: 10.1016/j.mencom.2017.05.004

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Funding

  1. Russian Foundation for Basic Research [15-03-08195 A]

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Cyclization of o-alkynylbenzaldehydes with o-diamino-benzenes in DMSO under the sequential action of NH4Br and K2CO3 affords 11-arylmethylidene-11H-isoindolo[2,1-a]benzimidazoles as a result of 5-exo-dig ring closure; whereas replacement of treating with K2CO3 by heating at 110-115 degrees C results in 6-endo-dig cyclization with formation of 6-aryl-benzimidazo[2,1-a]isoquinolines.

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