Facile Synthesis of 2H-Benzo[h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction

A simple arylamine-catalyzed Mannich-cyclization cascade reaction was developed for facile synthesis of substituted 2H-benzo[h]chromenes. The notable feature of the process included the efficient generation of ortho-quinone methides (o-QMs) catalyzed by a simple aniline. The mild reaction conditions...

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Detalles Bibliográficos
Autores principales: Zhang, Yueteng, Ji, Peng, Meng, Xiang, Gao, Feng, Zeng, Fanxun, Wang, Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8231631/
https://www.ncbi.nlm.nih.gov/pubmed/34204782
http://dx.doi.org/10.3390/molecules26123617
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author Zhang, Yueteng
Ji, Peng
Meng, Xiang
Gao, Feng
Zeng, Fanxun
Wang, Wei
author_facet Zhang, Yueteng
Ji, Peng
Meng, Xiang
Gao, Feng
Zeng, Fanxun
Wang, Wei
author_sort Zhang, Yueteng
collection PubMed
description A simple arylamine-catalyzed Mannich-cyclization cascade reaction was developed for facile synthesis of substituted 2H-benzo[h]chromenes. The notable feature of the process included the efficient generation of ortho-quinone methides (o-QMs) catalyzed by a simple aniline. The mild reaction conditions allowed for a broad spectrum of 1- and 2-naphthols and trans-cinnamaldehydes to engage in the cascade sequence with high efficiency.
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spelling pubmed-82316312021-06-26 Facile Synthesis of 2H-Benzo[h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction Zhang, Yueteng Ji, Peng Meng, Xiang Gao, Feng Zeng, Fanxun Wang, Wei Molecules Article A simple arylamine-catalyzed Mannich-cyclization cascade reaction was developed for facile synthesis of substituted 2H-benzo[h]chromenes. The notable feature of the process included the efficient generation of ortho-quinone methides (o-QMs) catalyzed by a simple aniline. The mild reaction conditions allowed for a broad spectrum of 1- and 2-naphthols and trans-cinnamaldehydes to engage in the cascade sequence with high efficiency. MDPI 2021-06-12 /pmc/articles/PMC8231631/ /pubmed/34204782 http://dx.doi.org/10.3390/molecules26123617 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zhang, Yueteng
Ji, Peng
Meng, Xiang
Gao, Feng
Zeng, Fanxun
Wang, Wei
Facile Synthesis of 2H-Benzo[h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction
title Facile Synthesis of 2H-Benzo[h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction
title_full Facile Synthesis of 2H-Benzo[h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction
title_fullStr Facile Synthesis of 2H-Benzo[h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction
title_full_unstemmed Facile Synthesis of 2H-Benzo[h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction
title_short Facile Synthesis of 2H-Benzo[h]Chromenes via an Arylamine-Catalyzed Mannich Cyclization Cascade Reaction
title_sort facile synthesis of 2h-benzo[h]chromenes via an arylamine-catalyzed mannich cyclization cascade reaction
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8231631/
https://www.ncbi.nlm.nih.gov/pubmed/34204782
http://dx.doi.org/10.3390/molecules26123617
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