Borylation of Alkynes under Base/Coinage Metal Catalysis: Some Recent Developments

Yoshida Hiroto

ACS Catalysis

Alkenylboranes have been vital reagents in modern synthetic organic chemistry, whose carbon–boron bond is transformable into a carbon–carbon bond stereoretentively to give such invaluable mutisubstituted alkenes as natural products, biologically active molecules and functional materials. Introduction of a boryl moiety across a carbon–carbon triple bond of alkynes (borylation of alkynes) is one of the most direct and potent methods for synthesizing alkenylboranes, and this field has thus far experienced remarkable progress mainly with group 10 transition metal catalysts (Ni, Pd, Pt), which enables highly functionalized alkenylboranes to be constructed stereoselectively. On the other hand, much attention has recently been focused on appealing catalysis of base (Fe, Co) and coinage (Cu, Ag, Au) metals toward the borylation of alkynes, which is summarized in this perspective.

alkenylborane synthesis

alkynes

base metal catalysis

boron

coinage metal catalysis

regioselectivity

stereoselectivity

eng

American Chemical Society

This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acscatal.5b02973.

This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認、ご利用ください。

[ISSN] 2155-5435

[DOI] 10.1021/acscatal.5b02973

[DOI] https://doi.org/10.1021/acscatal.5b02973