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Hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity - more diversity.


ABSTRACT: Expedient protocols for the synthesis of three types of highly functionalized azaheterocyclic scaffolds (dihydropyridazines, tetrahydropyridazines, and partially saturated tricyclic systems) from readily available hydroxypyrrolines and hydrazides are described. The directions of the transformation of a common initial intermediate, namely a Brønsted acid-activated hydroxypyrroline, depend on the reaction conditions and the structure of the hydrazides.

SUBMITTER: Shabalin DA 

PROVIDER: S-EPMC7849252 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature

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Hydrazides in the reaction with hydroxypyrrolines: less nucleophilicity - more diversity.

Shabalin Dmitrii A DA   Ivanova Evgeniya E EE   Ushakov Igor A IA   Schmidt Elena Yu EY   Trofimov Boris A BA  

Beilstein journal of organic chemistry 20210129


Expedient protocols for the synthesis of three types of highly functionalized azaheterocyclic scaffolds (dihydropyridazines, tetrahydropyridazines, and partially saturated tricyclic systems) from readily available hydroxypyrrolines and hydrazides are described. The directions of the transformation of a common initial intermediate, namely a Brønsted acid-activated hydroxypyrroline, depend on the reaction conditions and the structure of the hydrazides. ...[more]

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