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

Beilstein J Org Chem

A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St, 664033 Irkutsk, Russian Federation.

Published: January 2021

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.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7849252PMC
http://dx.doi.org/10.3762/bjoc.17.29DOI Listing

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