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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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Main Authors: Arshad, Ahmad Saifuddin Mohamad, Meesala, Ramu, Hanapi, Nur Aziah, Mordi, Mohd Nizam
Format: Article
Published: Elsevier 2021
Subjects:
QD Chemistry
Online Access:http://eprints.um.edu.my/26782/
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spelling my.um.eprints.267822022-04-15T04:43:37Z http://eprints.um.edu.my/26782/ A convenient synthesis of beta-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-beta-carbolines under air Arshad, Ahmad Saifuddin Mohamad Meesala, Ramu Hanapi, Nur Aziah Mordi, Mohd Nizam QD Chemistry 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. Elsevier 2021-03-12 Article PeerReviewed Arshad, Ahmad Saifuddin Mohamad and Meesala, Ramu and Hanapi, Nur Aziah and Mordi, Mohd Nizam (2021) A convenient synthesis of beta-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-beta-carbolines under air. Tetrahedron, 83. ISSN 0040-4020, DOI https://doi.org/10.1016/j.tet.2021.131960 <https://doi.org/10.1016/j.tet.2021.131960>. 10.1016/j.tet.2021.131960
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Research Repository
url_provider http://eprints.um.edu.my/
topic QD Chemistry
spellingShingle QD Chemistry
Arshad, Ahmad Saifuddin Mohamad
Meesala, Ramu
Hanapi, Nur Aziah
Mordi, Mohd Nizam
A convenient synthesis of beta-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-beta-carbolines under air
description 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.
format Article
author Arshad, Ahmad Saifuddin Mohamad
Meesala, Ramu
Hanapi, Nur Aziah
Mordi, Mohd Nizam
author_facet Arshad, Ahmad Saifuddin Mohamad
Meesala, Ramu
Hanapi, Nur Aziah
Mordi, Mohd Nizam
author_sort Arshad, Ahmad Saifuddin Mohamad
title A convenient synthesis of beta-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-beta-carbolines under air
title_short A convenient synthesis of beta-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-beta-carbolines under air
title_full A convenient synthesis of beta-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-beta-carbolines under air
title_fullStr A convenient synthesis of beta-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-beta-carbolines under air
title_full_unstemmed A convenient synthesis of beta-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-beta-carbolines under air
title_sort convenient synthesis of beta-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-beta-carbolines under air
publisher Elsevier
publishDate 2021
url http://eprints.um.edu.my/26782/
_version_ 1735409457508122624
score 13.211869

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