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Chalcone-Based Synthesis of Tetrahydropyridazines via Cloke–Wilson-Type Rearrangement-Involved Tandem Reaction between Cyclopropyl Ketones and Hydrazines

Yingfen Meng, Jiayi Gu, Meixiu Xin, Yi Jiang, Zhibo Du, Guoqing Lu, Jiayao Jiang, Albert S. C. Chan, Zhuofeng Ke, Yong Zou

2024The Journal of Organic Chemistry15 citationsDOI

Abstract

A facile and efficient approach for the synthesis of multisubstituted tetrahydropyridazines starting from cyclopropyl ketones and hydrazines has been developed. The transformation is chalcone-based and takes place via a Cloke-Wilson-type rearrangement-involved tandem reaction catalyzed by TfOH in HFIP.

Topics & Concepts

ChemistryChalconeTandemCascade reactionCombinatorial chemistryStereochemistryOrganic chemistryCatalysisMaterials scienceComposite materialCyclopropane Reaction MechanismsSynthesis and Biological EvaluationClick Chemistry and Applications