Dual roles of ynoates: desymmetrization of dicarboxylic acids using trialkylamines as alkyl equivalents?
Organic Chemistry Frontiers Pub Date: 2018-09-13 DOI: 10.1039/C8QO00919H
Abstract
A novel method has been developed for the desymmetrization of aromatic dicarboxylic acids by employing an esterification reaction/conjugate addition of a carboxyl group to ynoates, which can trigger a coupling reaction. This one-pot cascade transformation, utilizing trialkylamines as alkyl sources for esterification, and ethyl propiolate as a protective or coupling reagent for carboxyl functions (hydrolysis, amidation, esterification, and thioesterification), leads to an asymmetric dicarbonyl target skeleton in a selective manner.
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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