Medium-dependent regioselectivity of electrochemical bromination of methyl levulinate-Reference-Cited by-同舟云学术

Medium-dependent regioselectivity of electrochemical bromination of methyl levulinate

Published:2025 Issue:5 Volume:3 Page:2198-2204
ISSN:2753-8125
Container-title:RSC Sustainability
language:en
Short-container-title:RSC Sustainability

Author:

Pirgach Dmitry A.¹,Meena Raghavendra¹,Li Guanna¹^ORCID,Miloserdov Fedor M.²^ORCID,van Es Daan S.³^ORCID,Bruijnincx Pieter C. A.⁴^ORCID,Bitter Johannes H.¹^ORCID

Affiliation:

1. Biobased Chemistry & Technology, Wageningen University and Research, Bornse Weilanden 9, 6708 WG Wageningen, The Netherlands

2. Laboratory of Organic Chemistry, Wageningen University and Research, Stippeneng 4, 6708 WE Wageningen, The Netherlands

3. Food & Biobased Research, Wageningen University and Research, Bornse Weilanden 9, 6708 WG Wageningen, The Netherlands

4. Organic Chemistry and Catalysis, Institute for Sustainable and Circular Chemistry, Faculty of Science, Utrecht University, Universiteitsweg 99, 3584 CG Utrecht, The Netherlands

Abstract

The method for electrochemical bromination of methyl levulinate using ammonium bromide is reported. In MeCN : H2O mixture, it proceeded via enol intermediate favoring C-3 bromination, and in MeOH – via enol ether favoring C-5 bromination.

Funder

Wageningen University and Research

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2025/SU/D5SU00037H

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