Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis

An efficient synthetic method for coumarin derivatives was developed using a dual organocatalytic reaction. A combination of ptoluenesulfonic acid monohydrate and piperidine was found to efficiently catalyze the cyclization between salicylaldehydes and alkynoic esters to give various coumarin deriva...

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Main Author: Saejong P.
Other Authors: Mahidol University
Format: Article
Published: 2023
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Online Access:https://repository.li.mahidol.ac.th/handle/123456789/84170
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spelling th-mahidol.841702023-06-18T23:57:55Z Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis Saejong P. Mahidol University Chemistry An efficient synthetic method for coumarin derivatives was developed using a dual organocatalytic reaction. A combination of ptoluenesulfonic acid monohydrate and piperidine was found to efficiently catalyze the cyclization between salicylaldehydes and alkynoic esters to give various coumarin derivatives in good yield and high selectivity. Mechanistic and kinetic data suggested that the conjugate addition between piperidine and alkynoic esters played a crucial role in the reaction mechanism. 2023-06-18T16:57:55Z 2023-06-18T16:57:55Z 2022-09-01 Article Synlett Vol.33 No.14 (2022) , 1399-1404 10.1055/a-1797-0386 14372096 09365214 2-s2.0-85128178753 https://repository.li.mahidol.ac.th/handle/123456789/84170 SCOPUS
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Chemistry
spellingShingle Chemistry
Saejong P.
Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis
description An efficient synthetic method for coumarin derivatives was developed using a dual organocatalytic reaction. A combination of ptoluenesulfonic acid monohydrate and piperidine was found to efficiently catalyze the cyclization between salicylaldehydes and alkynoic esters to give various coumarin derivatives in good yield and high selectivity. Mechanistic and kinetic data suggested that the conjugate addition between piperidine and alkynoic esters played a crucial role in the reaction mechanism.
author2 Mahidol University
author_facet Mahidol University
Saejong P.
format Article
author Saejong P.
author_sort Saejong P.
title Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis
title_short Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis
title_full Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis
title_fullStr Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis
title_full_unstemmed Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis
title_sort direct synthesis of coumarin derivatives from alkynoic esters via dual organocatalysis
publishDate 2023
url https://repository.li.mahidol.ac.th/handle/123456789/84170
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