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Communication | Special issue | Vol 103, No. 2, 2021, pp.661-669
Published online, 23rd December, 2020
DOI: 10.3987/COM-20-S(K)43
Dihalogenative Cyclization for the Synthesis of 4-Bromo-1-bromoalkyl-5-aryl/alkyl/alkenyl-pyrazoles

Motohiro Yasui, Maki Hasegawa, Keiji Konishi, Norihiko Takeda, and Masafumi Ueda*

*Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan

Abstract

A copper-mediated domino reaction involving cyclization, bromination, and nucleophilic substitution of N,N-disubstituted hydrazones, which are labile under oxidative conditions, to synthesize 4-bromo-1-bromoalkyl-5-aryl/alkyl/alkenyl-pyrazoles, is achieved. This method features the simultaneous construction of pyrazoles and two C-Br bonds, which are synthetically useful.