Functional Derivatives of 4-Formyl-2-methoxyphenyl Pyridine-4-carboxylate

Potkin, V.I.; Bumagin, N.A.; Dikusar, E.A.; Petkevich, S.K.; Kurman, P.V.

Информация о цитировании статьи получена из Web of Science, Scopus
Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 28 февраля 2020 г.

Авторы: Potkin V.I., Bumagin N.A., Dikusar E.A., Petkevich S.K., Kurman P.V.
Журнал: Russian Journal of Organic Chemistry
Том: 55
Номер: 10
Год издания: 2019
Издательство: Maik Nauka/Interperiodica Publishing
Местоположение издательства: Russian Federation
Первая страница: 1483
Последняя страница: 1494
DOI: 10.1134/S1070428019100063
Аннотация: Acylation of vanillin with isonicotinoyl chloride gave 4-formyl-2-methoxyphenyl pyridine-4-carboxylate which was converted into a number of functional derivatives, including those containing isoxazole and isothiazole heterocycles. In particular, the condensation of the title compound with primary amines afforded the corresponding Schiff bases. 4-Formyl-2-methoxyphenyl pyridine-4-carboxylate and one of the Schiff bases derived therefrom were reduced with sodium triacetoxohydridoborate to the corresponding alcohol and amine which were acylated with 5-arylisoxazole- and 4,5-dichloroisothiazole-3-carbonyl chlorides to obtain esters and amides having isoxazole and isothiazole fragments. The synthesized compounds readily formed complexes with palladium(II) chloride, which showed a high catalytic activity in the Suzuki reaction of 3-bromobenzoic acid with 4-methoxyphenylboronic acid in water in the absence of an organic solvent.
Добавил в систему: Бумагин Николай Александрович

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