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Electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates.


ABSTRACT: The electrochemical reduction conditions of the reaction of alkyl 2-chloroacetates in Bu4NBr/DMF using a divided cell equipped with Pt electrodes to produce the corresponding cyclopropane derivatives in moderate yields were discovered. The reaction conditions were optimized, the scope and limitations, as well as scale-up reactions were investigated. The presented method for the electrochemical production of cyclopropane derivatives is an environmentally friendly and easy to perform synthetic procedure.

SUBMITTER: Matsumoto K 

PROVIDER: S-EPMC9443391 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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Electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates.

Matsumoto Kouichi K   Hayashi Yuta Y   Hamasaki Kengo K   Matsuse Mizuki M   Suzuki Hiyono H   Nishiwaki Keiji K   Kawashita Norihito N  

Beilstein journal of organic chemistry 20220829


The electrochemical reduction conditions of the reaction of alkyl 2-chloroacetates in Bu<sub>4</sub>NBr/DMF using a divided cell equipped with Pt electrodes to produce the corresponding cyclopropane derivatives in moderate yields were discovered. The reaction conditions were optimized, the scope and limitations, as well as scale-up reactions were investigated. The presented method for the electrochemical production of cyclopropane derivatives is an environmentally friendly and easy to perform sy  ...[more]

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