4.4 Review

Synthesis of 2-Pyrazolines from Hydrazines: Mechanisms Explained

Journal

CHEMISTRYSELECT
Volume 6, Issue 25, Pages 6483-6506

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.202101467

Keywords

catalysts; enantioselectivity; hydrazines; 2-pyrazolines; synthesis

Funding

  1. Biotechnology Research Center, School of Pharmacy, and Research Deputy at Tabriz University of Medical Sciences [49292]

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This review article classifies and presents different methods for the synthesis of 2-pyrazolines using hydrazine derivatives, including catalytic methods, multicomponent reactions, and two-component reactions. It discusses various aspects such as catalyst efficiency, green chemistry, cost-effectiveness, and also summarizes important applications of 2-pyrazolines.
2-Pyrazoline core is a very interesting five-membered heterocycle, which has been explored in recent years due to its vast applications as the core structure of bioactive and industrial agents. Based on literature studies, versatile synthetic approaches have been employed for the preparation of 2-pyrazolines, among them the reaction between hydrazines and alpha,beta-unsaturated enones as the most used method. In this review article, different methods for the synthesis of 2-pyrazolines using hydrazine derivatives were classified and presented. Initially, numerous catalytic methods for the preparation of 2-pyrazolines from hydrazines and alpha,beta-unsaturated enones are reviewed and various aspects of these methods discussed including catalyst efficiency, catalyst recovery, green chemistry, cost-effectiveness, scope of the method, enantioselectivity, and yield. In addition, reactions between hydrazines and other reagents in multicomponent and two-component reactions, developed recently, are discussed. Finally, some of the important applications of 2-pyrazolines are summarized.

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