A Mechanochemical Zinc-Mediated Barbier-Type Allylation Reaction under Ball-Milling Conditions

A ball-milling-enabled zinc-mediated Barbier-type allylation reaction is reported. Notably, running the reaction in this manner renders it effective irrespective of the initial morphology of the zinc metal. The process is operationally simple, does not require inert atmospheres or dry solvents, and...

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Bibliographic Details
Published in:Journal of organic chemistry 2020-02, Vol.85 (4), p.2347-2354
Main Authors: Yin, JieXiang, Stark, Roderick T, Fallis, Ian A, Browne, Duncan L
Format: Article
Language:English
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Summary:A ball-milling-enabled zinc-mediated Barbier-type allylation reaction is reported. Notably, running the reaction in this manner renders it effective irrespective of the initial morphology of the zinc metal. The process is operationally simple, does not require inert atmospheres or dry solvents, and is reported over a range of aldehyde and ketone substrates; a gram-scale process is demonstrated.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b02876