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Open AccessFeature PaperArticle

Metal-Free Air Oxidation in a Convenient Cascade Approach for the Access to Isoquinoline-1,3,4(2H)-triones

Dipartimento di Chimica e Biologia “A. Zambelli”, Università degli studi di Salerno, Via Giovanni Paolo II, 84084-Fisciano, Salerno, Italy
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Molecules 2019, 24(11), 2177; https://doi.org/10.3390/molecules24112177
Received: 14 May 2019 / Revised: 6 June 2019 / Accepted: 7 June 2019 / Published: 10 June 2019
(This article belongs to the Special Issue Recent Advances in Cascade Reactions and Related One-Pot Processes)
Herein we describe a very useful application of the readily available trifunctional aromatic ketone methyl-2-(2-bromoacetyl)benzoate in reactions with primary amines. An unexpected in situ air oxidation that follows a cascade process allowed the access to a series of isoquinoline-1,3,4(2H)-triones, a class of heterocyclic compounds of great interest containing an oxygen-rich heterocyclic scaffold. A modification of the original protocol, utilizing a Staudinger reaction in the presence of trimethylphosphine, was necessary for the synthesis of Caspase inhibitor trione with free NH group. View Full-Text
Keywords: heterocycles; metal-free oxidation; one-pot reactions heterocycles; metal-free oxidation; one-pot reactions
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MDPI and ACS Style

Di Mola, A.; Tedesco, C.; Massa, A. Metal-Free Air Oxidation in a Convenient Cascade Approach for the Access to Isoquinoline-1,3,4(2H)-triones. Molecules 2019, 24, 2177.

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