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Direct Catalytic Symmetrical, Unsymmetrical N,N-Dialkylation and Cyclization of Acylhydrazides Using Alcohols.

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Herein, direct N,N-dialkylation of acylhydrazides using alcohols is reported. This catalytic protocol provides one-pot synthesis of both symmetrical and unsymmetrical N,N-disubstituted acylhydrazides using an assortment of primary and secondary alcohols… Click to show full abstract

Herein, direct N,N-dialkylation of acylhydrazides using alcohols is reported. This catalytic protocol provides one-pot synthesis of both symmetrical and unsymmetrical N,N-disubstituted acylhydrazides using an assortment of primary and secondary alcohols with remarkable selectivity and excellent yields. Interestingly, the use of diols resulted in intermolecular cyclization of acylhydrazides, and such products are privileged structures in biologically active compounds. Water is the only byproduct, which makes this catalytic protocol sustainable and environmentally benign.

Keywords: acylhydrazides using; dialkylation; cyclization acylhydrazides; using alcohols; symmetrical unsymmetrical

Journal Title: Organic letters
Year Published: 2020

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