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Two-Phase Dibromocyclopropanation of Unsaturated Alcohols Using Flow Chemistry
Dibromocyclopropanations are conventionally done by addition of dibromocarbene to alkenes under phase-transfer conditions in batch reactions using a strong base (50% NaOH (aq)), vigorous stirring and long reaction times. We have shown that cyclopropanation of unsaturated alcohols can be done under a...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7288115/ https://www.ncbi.nlm.nih.gov/pubmed/32438720 http://dx.doi.org/10.3390/molecules25102364 |
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author | Østby, Runa Berg Didriksen, Terje Antonsen, Simen Gjelseth Nicolaisen, Steinar Sollien Stenstrøm, Yngve |
author_facet | Østby, Runa Berg Didriksen, Terje Antonsen, Simen Gjelseth Nicolaisen, Steinar Sollien Stenstrøm, Yngve |
author_sort | Østby, Runa Berg |
collection | PubMed |
description | Dibromocyclopropanations are conventionally done by addition of dibromocarbene to alkenes under phase-transfer conditions in batch reactions using a strong base (50% NaOH (aq)), vigorous stirring and long reaction times. We have shown that cyclopropanation of unsaturated alcohols can be done under ambient conditions using continuous flow chemistry with 40% (w/w) NaOH (aq) as the base. The reactions were generally rapid; the yields were comparable to yields reported in the literature for the conventional batch reaction |
format | Online Article Text |
id | pubmed-7288115 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-72881152020-06-17 Two-Phase Dibromocyclopropanation of Unsaturated Alcohols Using Flow Chemistry Østby, Runa Berg Didriksen, Terje Antonsen, Simen Gjelseth Nicolaisen, Steinar Sollien Stenstrøm, Yngve Molecules Article Dibromocyclopropanations are conventionally done by addition of dibromocarbene to alkenes under phase-transfer conditions in batch reactions using a strong base (50% NaOH (aq)), vigorous stirring and long reaction times. We have shown that cyclopropanation of unsaturated alcohols can be done under ambient conditions using continuous flow chemistry with 40% (w/w) NaOH (aq) as the base. The reactions were generally rapid; the yields were comparable to yields reported in the literature for the conventional batch reaction MDPI 2020-05-19 /pmc/articles/PMC7288115/ /pubmed/32438720 http://dx.doi.org/10.3390/molecules25102364 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Østby, Runa Berg Didriksen, Terje Antonsen, Simen Gjelseth Nicolaisen, Steinar Sollien Stenstrøm, Yngve Two-Phase Dibromocyclopropanation of Unsaturated Alcohols Using Flow Chemistry |
title | Two-Phase Dibromocyclopropanation of Unsaturated Alcohols Using Flow Chemistry |
title_full | Two-Phase Dibromocyclopropanation of Unsaturated Alcohols Using Flow Chemistry |
title_fullStr | Two-Phase Dibromocyclopropanation of Unsaturated Alcohols Using Flow Chemistry |
title_full_unstemmed | Two-Phase Dibromocyclopropanation of Unsaturated Alcohols Using Flow Chemistry |
title_short | Two-Phase Dibromocyclopropanation of Unsaturated Alcohols Using Flow Chemistry |
title_sort | two-phase dibromocyclopropanation of unsaturated alcohols using flow chemistry |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7288115/ https://www.ncbi.nlm.nih.gov/pubmed/32438720 http://dx.doi.org/10.3390/molecules25102364 |
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