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. 2014 Dec 5;16(23):6144-7.
doi: 10.1021/ol5030103. Epub 2014 Nov 24.

Copper-catalyzed oxidative homo- and cross-coupling of Grignard reagents using diaziridinone

Yingguang Zhu  1 , Tao Xiong  1 , Wenyong Han  1 , Yian Shi  1
Affiliations

Copper-catalyzed oxidative homo- and cross-coupling of Grignard reagents using diaziridinone

Yingguang Zhu et al. Org Lett. .

Abstract

Transition-metal-catalyzed cross-coupling reactions are among the most powerful synthetic transformations. This paper describes an efficient copper-catalyzed homo- and cross-coupling of Grignard reagents with di-tert-butyldiaziridinone as oxidant under mild conditions, giving the coupling products in good to excellent yields. The reaction process has a broad substrate scope and is also effective for the C(sp)-C(sp(3)) coupling.

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Figures

Scheme 1
Scheme 1. Metal-Catalyzed Coupling of Grignard Reagents Using Diaziridinone
Scheme 2
Scheme 2. Copper-Catalyzed Oxidative Cross-Coupling of Grignard Reagents
Scheme 3
Scheme 3. Proposed Catalytic Cycle
See this image and copyright information in PMC

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