Synthesis of Isocoumarins with Different Substituted Patterns via Passerini–Aldol Sequence

[Image: see text] An efficient combination between the Passerini three-component reaction and aldol condensation has been developed for the synthesis of bicyclic isocoumarins with different substituted patterns via solvent-dependent domino pathways. These two operationally friendly methods simultane...

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Autores principales: Ma, Guan-Hua, Jiang, Bo, Tu, Xing-Jun, Ning, Yi, Tu, Shu-Jiang, Li, Guigen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4156262/
https://www.ncbi.nlm.nih.gov/pubmed/25140818
http://dx.doi.org/10.1021/ol502048e
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author Ma, Guan-Hua
Jiang, Bo
Tu, Xing-Jun
Ning, Yi
Tu, Shu-Jiang
Li, Guigen
author_facet Ma, Guan-Hua
Jiang, Bo
Tu, Xing-Jun
Ning, Yi
Tu, Shu-Jiang
Li, Guigen
author_sort Ma, Guan-Hua
collection PubMed
description [Image: see text] An efficient combination between the Passerini three-component reaction and aldol condensation has been developed for the synthesis of bicyclic isocoumarins with different substituted patterns via solvent-dependent domino pathways. These two operationally friendly methods simultaneously install C–O and C–C bonds in a one-pot manner, allowing the utilization of low-cost and readily accessible 2-formylbenzoic acid, isocyanides, and arylglyoxals. Mechanisms of formation of different substituted isocoumarin derivatives are also proposed.
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spelling pubmed-41562622015-08-20 Synthesis of Isocoumarins with Different Substituted Patterns via Passerini–Aldol Sequence Ma, Guan-Hua Jiang, Bo Tu, Xing-Jun Ning, Yi Tu, Shu-Jiang Li, Guigen Org Lett [Image: see text] An efficient combination between the Passerini three-component reaction and aldol condensation has been developed for the synthesis of bicyclic isocoumarins with different substituted patterns via solvent-dependent domino pathways. These two operationally friendly methods simultaneously install C–O and C–C bonds in a one-pot manner, allowing the utilization of low-cost and readily accessible 2-formylbenzoic acid, isocyanides, and arylglyoxals. Mechanisms of formation of different substituted isocoumarin derivatives are also proposed. American Chemical Society 2014-08-20 2014-09-05 /pmc/articles/PMC4156262/ /pubmed/25140818 http://dx.doi.org/10.1021/ol502048e Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Ma, Guan-Hua
Jiang, Bo
Tu, Xing-Jun
Ning, Yi
Tu, Shu-Jiang
Li, Guigen
Synthesis of Isocoumarins with Different Substituted Patterns via Passerini–Aldol Sequence
title Synthesis of Isocoumarins with Different Substituted Patterns via Passerini–Aldol Sequence
title_full Synthesis of Isocoumarins with Different Substituted Patterns via Passerini–Aldol Sequence
title_fullStr Synthesis of Isocoumarins with Different Substituted Patterns via Passerini–Aldol Sequence
title_full_unstemmed Synthesis of Isocoumarins with Different Substituted Patterns via Passerini–Aldol Sequence
title_short Synthesis of Isocoumarins with Different Substituted Patterns via Passerini–Aldol Sequence
title_sort synthesis of isocoumarins with different substituted patterns via passerini–aldol sequence
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4156262/
https://www.ncbi.nlm.nih.gov/pubmed/25140818
http://dx.doi.org/10.1021/ol502048e
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