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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Bibliographic Details
Main Author: Saejong P.
Other Authors: Mahidol University
Format: Article
Published: 2023
Subjects:
Online Access:https://repository.li.mahidol.ac.th/handle/123456789/84170
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Institution: Mahidol University
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Summary: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.