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Acidic porous carbons involved in the green and selective synthesis of benzodiazepines.

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Title: Acidic porous carbons involved in the green and selective synthesis of benzodiazepines.
Authors: Godino-Ojer, M.1 (AUTHOR), Matos, I.1,2 (AUTHOR) ines.matos@fct.unl.pt, Bernardo, M.2 (AUTHOR), Carvalho, R.3 (AUTHOR), G.P. Soares, Olívia Salomé4 (AUTHOR), Durán-Valle, C.3 (AUTHOR), Fonseca, I.M.2 (AUTHOR), Mayoral, E. Pérez1 (AUTHOR) eperez@ccia.uned.es
Source: Catalysis Today. Nov2020, Vol. 357, p64-73. 10p.
Subjects: Benzodiazepines, Catalysts, Carbon, Catalyst synthesis, Microporosity, Activated carbon
Abstract: • Acidic porous carbon efficiently catalyzes the synthesis of benzodiazepine 1. • Acid strength and porosity are key factors controlling the catalytic performance. • Total selectivity is observed by combining −SO 3 H functions and microporosity in sulfonated carbon catalyst. Eco-sustainable and recyclable porous carbons are reported as metal-free catalysts for the synthesis of benzodiazepines for the first time. The porous carbons were able to efficiently catalyse the synthesis of benzodiazepine 1 from o -phenylendiamine 2 and acetone 3 under mild conditions. Both acidic functions and the porosity of the catalysts were determinant features. High conversion values were obtained when using HNO 3 oxidized carbons. The highest selectivity to benzodiazepine 1 was obtained in the presence of the most microporous catalyst N-N, which is indicative of the great influence of porous properties. Stronger acid sites and high microporosity of the carbon treated with H 2 SO 4 yield benzodiazepine 1 with total selectivity. [ABSTRACT FROM AUTHOR]
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Database: Engineering Source
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Abstract:• Acidic porous carbon efficiently catalyzes the synthesis of benzodiazepine 1. • Acid strength and porosity are key factors controlling the catalytic performance. • Total selectivity is observed by combining −SO 3 H functions and microporosity in sulfonated carbon catalyst. Eco-sustainable and recyclable porous carbons are reported as metal-free catalysts for the synthesis of benzodiazepines for the first time. The porous carbons were able to efficiently catalyse the synthesis of benzodiazepine 1 from o -phenylendiamine 2 and acetone 3 under mild conditions. Both acidic functions and the porosity of the catalysts were determinant features. High conversion values were obtained when using HNO 3 oxidized carbons. The highest selectivity to benzodiazepine 1 was obtained in the presence of the most microporous catalyst N-N, which is indicative of the great influence of porous properties. Stronger acid sites and high microporosity of the carbon treated with H 2 SO 4 yield benzodiazepine 1 with total selectivity. [ABSTRACT FROM AUTHOR]
ISSN:09205861
DOI:10.1016/j.cattod.2019.11.027