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Open AccessArticle

Two-Phase Dibromocyclopropanation of Unsaturated Alcohols Using Flow Chemistry

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Faculty of Engineering, Østfold University College, P.O. Box 700, NO-1757 Halden, Norway
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SINTEF Industry, P.O. Box 124 Blindern, NO-0314 Oslo, Norway
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Department of Chemistry, Biotechnology and Food Science, Norwegian University of Life Sciences, P.O. Box 5003, NO-1432 Ås, Norway
*
Authors to whom correspondence should be addressed.
Molecules 2020, 25(10), 2364; https://doi.org/10.3390/molecules25102364
Received: 19 February 2020 / Revised: 12 May 2020 / Accepted: 17 May 2020 / Published: 19 May 2020
(This article belongs to the Section Natural Products 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 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 View Full-Text
Keywords: dibromocyclopropanation; CHBr3; Makosza reaction; phase-transfer catalysis; flow chemistry; unsaturated alcohols dibromocyclopropanation; CHBr3; Makosza reaction; phase-transfer catalysis; flow chemistry; unsaturated alcohols
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MDPI and ACS Style

Østby, R.B.; Didriksen, T.; Antonsen, S.G.; Nicolaisen, S.S.; Stenstrøm, Y. Two-Phase Dibromocyclopropanation of Unsaturated Alcohols Using Flow Chemistry. Molecules 2020, 25, 2364.

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