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

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

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 HF...

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Veröffentlicht in:Journal of organic chemistry 2024-02, Vol.89 (4), p.2726-2740
Hauptverfasser: Meng, Yingfen, Gu, Jiayi, Xin, Meixiu, Jiang, Yi, Du, Zhibo, Lu, Guoqing, Jiang, Jiayao, Chan, Albert S. C., Ke, Zhuofeng, Zou, Yong
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c02824