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. 2020 May 15;11(39):10759-10763.
doi: 10.1039/d0sc01221a.

Palladium-catalyzed hydroalkylation of methylenecyclopropanes with simple hydrazones

Jinzhong Yao  1   2 , Zhangpei Chen  1 , Lin Yu  1 , Leiyang Lv  1 , Dawei Cao  1 , Chao-Jun Li  1
Affiliations

Palladium-catalyzed hydroalkylation of methylenecyclopropanes with simple hydrazones

Jinzhong Yao et al. Chem Sci. .

Abstract

A palladium-catalyzed hydroalkylation reaction of methylenecyclopropanes via highly selective C-C σ-bond scission was achieved under mild conditions, in which simple hydrazones served as carbanion equivalents. This method featured good functional group compatibility, affording high yields of C-alkylated terminal alkenes.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Scheme 1
Scheme 1. Transition-metal-catalyzed transformations of MCPs.
Scheme 2
Scheme 2. Deuterium-labelling experiment.
Scheme 3
Scheme 3. Proposed reaction mechanism.
See this image and copyright information in PMC

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