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

Subramanian Thiyagarajan, Chidambaram Gunanathan

2020Organic Letters41 citationsDOI

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.

Topics & Concepts

ChemistryCatalysisIntermolecular forcePrimary (astronomy)SelectivityCombinatorial chemistryOrganic chemistryMoleculeAstronomyPhysicsAsymmetric Hydrogenation and CatalysisChemical Synthesis and ReactionsChemical Synthesis and Analysis
Direct Catalytic Symmetrical, Unsymmetrical N,N-Dialkylation and Cyclization of Acylhydrazides Using Alcohols | Litcius