Dual roles of ynoates: Desymmetrization of dicarboxylic acids using trialkylamines as alkyl equivalents

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. © the Partner Organisations.

Авторы
Xu X.1 , Huang L.1 , Yin X.1 , Van Der Eycken E.V. , Feng H.1
Издательство
Royal Society of Chemistry
Номер выпуска
20
Язык
Английский
Страницы
2955-2959
Статус
Опубликовано
Том
5
Год
2018
Организации
  • 1 College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai, 201620, China
  • 2 Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven, 3001, Belgium
  • 3 Peoples' Friendship University of Russia, RUDN University, 6 Miklukho-Maklaya Street, Moscow, 117198, Russian Federation
Ключевые слова
Esterification; Aromatic dicarboxylic acids; Cascade transformations; Coupling reaction; Coupling reagents; Desym-metrization; Dicarboxylic acid; Esterification reactions; Thioesterification; Esters
Дата создания
04.02.2019
Дата изменения
04.02.2019
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/36280/
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