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Catalyst-Controlled Selectivity Switch in Three-Component Reaction: An NHC-Catalyzed Strategy for the Synthesis of δ-Lactone-Fused Spirobenzofuran-3-ones

An efficient, three-component reaction of aldehydes and benzofuran-3-ones was developed. This process provides a new approach for the preparation of synthetically and biologically important spirobenzofuran-3-one derivatives with moderate-to-good yields under mild conditions. A switch of intramolecul...

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Autores principales: Wang, Zhanyong, Yang, Ting, Liu, Dongfang, Chen, Rongxiang, Wang, Nan, Liu, Hong, Li, Jiarong, Wang, Kaikai, Liu, Hongxin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9503435/
https://www.ncbi.nlm.nih.gov/pubmed/36144686
http://dx.doi.org/10.3390/molecules27185952
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author Wang, Zhanyong
Yang, Ting
Liu, Dongfang
Chen, Rongxiang
Wang, Nan
Liu, Hong
Li, Jiarong
Wang, Kaikai
Liu, Hongxin
author_facet Wang, Zhanyong
Yang, Ting
Liu, Dongfang
Chen, Rongxiang
Wang, Nan
Liu, Hong
Li, Jiarong
Wang, Kaikai
Liu, Hongxin
author_sort Wang, Zhanyong
collection PubMed
description An efficient, three-component reaction of aldehydes and benzofuran-3-ones was developed. This process provides a new approach for the preparation of synthetically and biologically important spirobenzofuran-3-one derivatives with moderate-to-good yields under mild conditions. A switch of intramolecular to intermolecular domino Michael–aldol–lactonization leading to differential product formation was achieved by different NHCs catalysis.
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spelling pubmed-95034352022-09-24 Catalyst-Controlled Selectivity Switch in Three-Component Reaction: An NHC-Catalyzed Strategy for the Synthesis of δ-Lactone-Fused Spirobenzofuran-3-ones Wang, Zhanyong Yang, Ting Liu, Dongfang Chen, Rongxiang Wang, Nan Liu, Hong Li, Jiarong Wang, Kaikai Liu, Hongxin Molecules Article An efficient, three-component reaction of aldehydes and benzofuran-3-ones was developed. This process provides a new approach for the preparation of synthetically and biologically important spirobenzofuran-3-one derivatives with moderate-to-good yields under mild conditions. A switch of intramolecular to intermolecular domino Michael–aldol–lactonization leading to differential product formation was achieved by different NHCs catalysis. MDPI 2022-09-13 /pmc/articles/PMC9503435/ /pubmed/36144686 http://dx.doi.org/10.3390/molecules27185952 Text en © 2022 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
Wang, Zhanyong
Yang, Ting
Liu, Dongfang
Chen, Rongxiang
Wang, Nan
Liu, Hong
Li, Jiarong
Wang, Kaikai
Liu, Hongxin
Catalyst-Controlled Selectivity Switch in Three-Component Reaction: An NHC-Catalyzed Strategy for the Synthesis of δ-Lactone-Fused Spirobenzofuran-3-ones
title Catalyst-Controlled Selectivity Switch in Three-Component Reaction: An NHC-Catalyzed Strategy for the Synthesis of δ-Lactone-Fused Spirobenzofuran-3-ones
title_full Catalyst-Controlled Selectivity Switch in Three-Component Reaction: An NHC-Catalyzed Strategy for the Synthesis of δ-Lactone-Fused Spirobenzofuran-3-ones
title_fullStr Catalyst-Controlled Selectivity Switch in Three-Component Reaction: An NHC-Catalyzed Strategy for the Synthesis of δ-Lactone-Fused Spirobenzofuran-3-ones
title_full_unstemmed Catalyst-Controlled Selectivity Switch in Three-Component Reaction: An NHC-Catalyzed Strategy for the Synthesis of δ-Lactone-Fused Spirobenzofuran-3-ones
title_short Catalyst-Controlled Selectivity Switch in Three-Component Reaction: An NHC-Catalyzed Strategy for the Synthesis of δ-Lactone-Fused Spirobenzofuran-3-ones
title_sort catalyst-controlled selectivity switch in three-component reaction: an nhc-catalyzed strategy for the synthesis of δ-lactone-fused spirobenzofuran-3-ones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9503435/
https://www.ncbi.nlm.nih.gov/pubmed/36144686
http://dx.doi.org/10.3390/molecules27185952
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