Palladium-Catalyzed Benzodiazepines Synthesis

This review is focused on palladium-catalyzed reactions as efficient strategies aimed at the synthesis of different classes of benzodiazepines. Several reaction typologies are reported including hydroamination, amination, C–H arylation, N-arylation, and the Buchwald–Hartwig reaction, depending on th...

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Main Authors: Michael S. Christodoulou, Egle M. Beccalli, Sabrina Giofrè
Format: Article
Language:English
Published: MDPI AG 2020-06-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/10/6/634
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author Michael S. Christodoulou
Egle M. Beccalli
Sabrina Giofrè
author_facet Michael S. Christodoulou
Egle M. Beccalli
Sabrina Giofrè
author_sort Michael S. Christodoulou
collection DOAJ
description This review is focused on palladium-catalyzed reactions as efficient strategies aimed at the synthesis of different classes of benzodiazepines. Several reaction typologies are reported including hydroamination, amination, C–H arylation, N-arylation, and the Buchwald–Hartwig reaction, depending on the different substrates identified as halogenated starting materials (activated substrates) or unactivated unsaturated systems, which then exploit Pd(0)- or Pd(II)-catalytic species. In particular, the use of the domino reactions, as intra- or intermolecular processes, are reported as an efficient and eco-compatible tool to obtain differently functionalized benzodiazepines. Different domino reaction typologies are the carboamination, aminoarylation, aminoacethoxylation, aminohalogenation, and aminoazidation.
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spelling doaj.art-df8c93e433634901ba8fcf412b7713982023-11-20T03:03:50ZengMDPI AGCatalysts2073-43442020-06-0110663410.3390/catal10060634Palladium-Catalyzed Benzodiazepines SynthesisMichael S. Christodoulou0Egle M. Beccalli1Sabrina Giofrè2DISFARM, Sezione di Chimica Generale e Organica “A. Marchesini” Università degli Studi di Milano, via Venezian 21, 20133 Milano, ItalyDISFARM, Sezione di Chimica Generale e Organica “A. Marchesini” Università degli Studi di Milano, via Venezian 21, 20133 Milano, ItalyDISFARM, Sezione di Chimica Generale e Organica “A. Marchesini” Università degli Studi di Milano, via Venezian 21, 20133 Milano, ItalyThis review is focused on palladium-catalyzed reactions as efficient strategies aimed at the synthesis of different classes of benzodiazepines. Several reaction typologies are reported including hydroamination, amination, C–H arylation, N-arylation, and the Buchwald–Hartwig reaction, depending on the different substrates identified as halogenated starting materials (activated substrates) or unactivated unsaturated systems, which then exploit Pd(0)- or Pd(II)-catalytic species. In particular, the use of the domino reactions, as intra- or intermolecular processes, are reported as an efficient and eco-compatible tool to obtain differently functionalized benzodiazepines. Different domino reaction typologies are the carboamination, aminoarylation, aminoacethoxylation, aminohalogenation, and aminoazidation.https://www.mdpi.com/2073-4344/10/6/634Pd-catalysisbenzodiazepinecyclizationdomino processintramolecular Buchwald–HartwigN-arylation
spellingShingle Michael S. Christodoulou
Egle M. Beccalli
Sabrina Giofrè
Palladium-Catalyzed Benzodiazepines Synthesis
Catalysts
Pd-catalysis
benzodiazepine
cyclization
domino process
intramolecular Buchwald–Hartwig
N-arylation
title Palladium-Catalyzed Benzodiazepines Synthesis
title_full Palladium-Catalyzed Benzodiazepines Synthesis
title_fullStr Palladium-Catalyzed Benzodiazepines Synthesis
title_full_unstemmed Palladium-Catalyzed Benzodiazepines Synthesis
title_short Palladium-Catalyzed Benzodiazepines Synthesis
title_sort palladium catalyzed benzodiazepines synthesis
topic Pd-catalysis
benzodiazepine
cyclization
domino process
intramolecular Buchwald–Hartwig
N-arylation
url https://www.mdpi.com/2073-4344/10/6/634
work_keys_str_mv AT michaelschristodoulou palladiumcatalyzedbenzodiazepinessynthesis
AT eglembeccalli palladiumcatalyzedbenzodiazepinessynthesis
AT sabrinagiofre palladiumcatalyzedbenzodiazepinessynthesis