9H-Dibenzo[a,c]carbazole from microwave assisted Madelung\'s reaction of N-[2-(phenylmethyl)phenyl]benzamide

Lorena Núñez-Álvarez; M. Ángela Gómez- Doval; José Crecente-Campo; M. Pilar Vázquez-Tato; Julio Seijas

doi:10.3390/ecsoc-13-00160

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9H-Dibenzo[a,c]carbazole from microwave assisted Madelung\'s reaction of N-[2-(phenylmethyl)phenyl]benzamide

Lorena Núñez-Álvarez

M. Ángela Gómez- Doval

José Crecente-Campo

M. Pilar Vázquez-Tato

Julio A. Seijas

¹ Departamento de Química Orgánica. Facultade de Ciencias. Universidade de Santiago de Compostela. Campus de Lugo. Alfonso X el Sabio, 27002-Lugo, Spain

Published: 31 October 2009 by MDPI in The 13th International Electronic Conference on Synthetic Organic Chemistry session Symposium on Microwave Assisted Synthesis

https://doi.org/10.3390/ecsoc-13-00160

Abstract: Microwave irradiation of N-[2-(phenylmethyl)phenyl]benzamide with potassium tert-butoxide leads to a 1:1 ratio of the expected product from Madelung's reaction and 9H-Dibenzo[a,c]carbazole. This one seems to come from a competitive reaction pathway rather than from thermal conrotatory electrocyclic of 2,3-diphenyl- 3H-Indole.

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Lorena Núñez-Álvarez

M. Ángela Gómez- Doval

José Crecente-Campo

M. Pilar Vázquez-Tato

Julio Seijas