Organic Chemistry Portal

Abstracts

Search:

Copper-Promoted Aerobic Oxidative [3+2] Cycloaddition Reactions of N,N-Disubstituted Hydrazines with Alkynoates: Access to Substituted Pyrazoles

Xiaoying Zou, Lvyin Zheng*, Xiaoya Zhuo, Yumei Zhong, Yingying Wu, Beining Yang, Qifang He and Wei Guo*

*Key Laboratory of Organo-Pharmaceutical Chemistry of Jiangxi Province, Gannan Normal University, Ganzhou 341000, China, Email: zhenglvyin126.com, guoweigw126.com

X. Zou, L. Zheng, X. Zhuo, Y. Zhong, Y. Wu, B. Yang, Q. He, W. Guo, J. Org. Chem., 2023, 88, 2190-2206.

DOI: 10.1021/acs.joc.2c02610


see article for more reactions

Abstract

A copper-promoted aerobic oxidative [3+2] cycloaddition of N,N-disubstituted hydrazines with alkynoates provides various substituted pyrazoles in good yields in the presence of a base. In this method, inexpensive Cu2O serves as the promoter and air acts as the green oxidant. This convenient reaction exhibits high atom,  step economy, and regioselectivity.


see article for more examples

proposed mechanism



Key Words

Pyrazoles, Air


ID: J42-Y2023