Nickel(II)-Catalyzed Borylation of Alkenyl Methyl Ethers via C–O Bond Cleavage

Nickel(II)-Catalyzed Borylation of Alkenyl Methyl Ethers via C–O Bond Cleavage

A new protocol has been developed for the borylation of conjugated alkenyl methyl ethers using B2Pin2 via C–O bond cleavage catalyzed by Ni­(II). In this cross-coupling reaction, both E/Z isomers of alkenyl ethers are converted into (E)-alkenyl boronic esters with good reactivity. This transformatio...

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Veröffentlicht in:Organic letters 2020-08, Vol.22 (16), p.6424-6428
Hauptverfasser: Qiu, Xiaodong, Li, Yangyang, Zhou, Li, Chen, Peishan, Li, Fan, Zhang, Yanan, Ling, Yong
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container_issue 16
container_start_page 6424
container_title Organic letters
container_volume 22
creator Qiu, Xiaodong
Li, Yangyang
Zhou, Li
Chen, Peishan
Li, Fan
Zhang, Yanan
Ling, Yong
description A new protocol has been developed for the borylation of conjugated alkenyl methyl ethers using B2Pin2 via C–O bond cleavage catalyzed by Ni­(II). In this cross-coupling reaction, both E/Z isomers of alkenyl ethers are converted into (E)-alkenyl boronic esters with good reactivity. This transformation exhibits high chemoselectivity in the presence of competitive C–O bonds such as aryl ether, ester, amide, and thioether groups, thus providing a new method for the construction of various alkenyl boronates.
doi_str_mv 10.1021/acs.orglett.0c02236
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title Nickel(II)-Catalyzed Borylation of Alkenyl Methyl Ethers via C–O Bond Cleavage
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