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Copper-Catalyzed Aerobic 6-Endo-Trig Cyclization of β,γ-Unsaturated Hydrazones for the Divergent Synthesis of Dihydropyridazines and Pyridazines

Zhenwei Fan, Zhangjin Pan, Liangsen Huang, Jiajia Cheng*

*State Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, 2 Xueyuan Road, Fuzhou 350116, P. R. China, Email: jjchengfzu.edu.cn

Z. Fan, Z. Pan, L. Huang, J. Cheng, J. Org. Chem., 2019, 84, 4236-4245.

DOI: 10.1021/acs.joc.9b00228 (free Supporting Information)


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Abstract

Cu(II)-catalyzed aerobic 6-endo-trig cyclizations provide 1,6-dihydropyridazines and pyridazines via the judicious choice of reaction solvent. Whereas 1,6-dihydropyridazines were obtained in good yields with MeCN as the reaction solvent, employment of AcOH directly afforded pyridazines in good yields.

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Key Words

N-heterocycles, pyridazines, oxygen


ID: J42-Y2019