A convenient synthesis of beta-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-beta-carbolines under air

A convenient synthesis for the conversion of various substituted tetrahydro-beta-carbolines has been developed by iron-catalyzed decarboxylative/dehydrogenative aromatization to construct aromatic beta-carbolines under air atmosphere. In the presence of a FeCl3 catalyst, this reaction exhibited a go...

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Bibliographic Details
Main Authors: Arshad, Ahmad Saifuddin Mohamad, Meesala, Ramu, Hanapi, Nur Aziah, Mordi, Mohd Nizam
Format: Article
Published: Elsevier 2021
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Online Access:http://eprints.um.edu.my/26782/
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Summary:A convenient synthesis for the conversion of various substituted tetrahydro-beta-carbolines has been developed by iron-catalyzed decarboxylative/dehydrogenative aromatization to construct aromatic beta-carbolines under air atmosphere. In the presence of a FeCl3 catalyst, this reaction exhibited a good functional group tolerance to produce corresponding beta-carbolines in good yields in the absence of any additive. Additionally, the utility of the method was highlighted in the gram-scale synthesis of important natural beta-carboline synthons norharmane (2a) and harmane (2b), which the latter provide practical access towards eudistomin N and nostocarboline. (C) 2021 Elsevier Ltd. All rights reserved.