Electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates

The electrochemical reduction conditions of the reaction of alkyl 2-chloroacetates in Bu(4)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 limitati...

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Autores principales: Matsumoto, Kouichi, Hayashi, Yuta, Hamasaki, Kengo, Matsuse, Mizuki, Suzuki, Hiyono, Nishiwaki, Keiji, Kawashita, Norihito
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9443391/
https://www.ncbi.nlm.nih.gov/pubmed/36105721
http://dx.doi.org/10.3762/bjoc.18.114
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author Matsumoto, Kouichi
Hayashi, Yuta
Hamasaki, Kengo
Matsuse, Mizuki
Suzuki, Hiyono
Nishiwaki, Keiji
Kawashita, Norihito
author_facet Matsumoto, Kouichi
Hayashi, Yuta
Hamasaki, Kengo
Matsuse, Mizuki
Suzuki, Hiyono
Nishiwaki, Keiji
Kawashita, Norihito
author_sort Matsumoto, Kouichi
collection PubMed
description The electrochemical reduction conditions of the reaction of alkyl 2-chloroacetates in Bu(4)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 synthetic procedure.
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spelling pubmed-94433912022-09-13 Electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates Matsumoto, Kouichi Hayashi, Yuta Hamasaki, Kengo Matsuse, Mizuki Suzuki, Hiyono Nishiwaki, Keiji Kawashita, Norihito Beilstein J Org Chem Letter The electrochemical reduction conditions of the reaction of alkyl 2-chloroacetates in Bu(4)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 synthetic procedure. Beilstein-Institut 2022-08-29 /pmc/articles/PMC9443391/ /pubmed/36105721 http://dx.doi.org/10.3762/bjoc.18.114 Text en Copyright © 2022, Matsumoto et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Letter
Matsumoto, Kouichi
Hayashi, Yuta
Hamasaki, Kengo
Matsuse, Mizuki
Suzuki, Hiyono
Nishiwaki, Keiji
Kawashita, Norihito
Electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates
title Electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates
title_full Electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates
title_fullStr Electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates
title_full_unstemmed Electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates
title_short Electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates
title_sort electrogenerated base-promoted cyclopropanation using alkyl 2-chloroacetates
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9443391/
https://www.ncbi.nlm.nih.gov/pubmed/36105721
http://dx.doi.org/10.3762/bjoc.18.114
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