Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis

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 Authors: Peerawat Saejong, Siriphong Somprasong, Chaiwat Rujirasereesakul, Torsak Luanphaisarnnont
Other Authors: Mahidol University
Format: Article
Published: 2022
Subjects:
Chemistry
Online Access:https://repository.li.mahidol.ac.th/handle/123456789/73719
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Institution: Mahidol University
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spelling th-mahidol.737192022-08-04T10:52:42Z Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis Peerawat Saejong Siriphong Somprasong Chaiwat Rujirasereesakul Torsak Luanphaisarnnont 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. 2022-08-04T03:52:42Z 2022-08-04T03:52:42Z 2022-01-01 Article Synlett. (2022) 10.1055/a-1797-0386 14372096 09365214 2-s2.0-85128178753 https://repository.li.mahidol.ac.th/handle/123456789/73719 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85128178753&origin=inward
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
Peerawat Saejong
Siriphong Somprasong
Chaiwat Rujirasereesakul
Torsak Luanphaisarnnont
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
Peerawat Saejong
Siriphong Somprasong
Chaiwat Rujirasereesakul
Torsak Luanphaisarnnont
format Article
author Peerawat Saejong
Siriphong Somprasong
Chaiwat Rujirasereesakul
Torsak Luanphaisarnnont
author_sort Peerawat Saejong
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 2022
url https://repository.li.mahidol.ac.th/handle/123456789/73719
_version_ 1763496286787469312

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