Pd-Catalyzed Dearomative Three-Component Reaction of Bromoarenes with Diazo Compounds and Allylborates

25 July 2019, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Acatalytic dearomative three-component reaction of bromoarenes with TMS-diazomethane and allyl borate was developed. The key of this assembling reaction is the use of a diazo compound to generate a Pd-π-benzyl intermediate through a Pd-carbenoid species. This method allowed for a dearomative functionalization using arenes as limiting reagents. Heteroaryl bromides were also applicable to give dearomatized structures under the reaction conditions.

Keywords

Palladium
dearomative strategy
diazo compound
Multi-component reaction
carbenoid
coupling
allylborate

Supplementary materials

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Description
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Title
Komatsuda SI ChemRxiv
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