V. D. Gvozdev, K. N. Shavrin, E. G. Baskir, M. P. Egorov, O. M. Nefedov, “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”, Mendeleev Commun., 27:3 (2017), 231

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Mendeleev Communications, 2017, Volume 27, Issue 3, Pages 231–233
DOI: https://doi.org/10.1016/j.mencom.2017.05.004 (Mi mendc1951)

This article is cited in 14 scientific papers (total in 14 papers)

Communications

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

V. D. Gvozdev, K. N. Shavrin, E. G. Baskir, M. P. Egorov, O. M. Nefedov

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Full-text PDF (245 kB) Citations (14) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2017.05.004

Graphic abstract: Selective one-pot synthesis of 11-arylmethylidene-11<i>H</i>-isoindolo-[2,1-<i>a</i>]benzimidazoles and 6-arylbenzimidazo[2,1-<i>a</i>]isoquinolines from <i>o</i>-alkynylbenzaldehydes and <i>o</i>-diaminobenzenes

Abstract: Cyclization of o-alkynylbenzaldehydes with o-diaminobenzenes 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°C results in 6-endo-dig cyclization with formation of 6-arylbenzimidazo[2,1-a]isoquinolines.

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Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(549.3 Kb)

Citation: V. D. Gvozdev, K. N. Shavrin, E. G. Baskir, M. P. Egorov, O. M. Nefedov, “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”, Mendeleev Commun., 27:3 (2017), 231–233

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This publication is cited in the following 14 articles:

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