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Palladium(ii)-catalyzed γ-selective hydroarylation of alkenyl carbonyl compounds with arylboronic acids.

ABSTRACT: A catalytic γ-selective syn-hydroarylation of alkenyl carbonyl compounds using arylboronic acids has been developed using a substrate directivity approach with a palladium(ii) catalyst. This method tolerates a wide range of functionalized (hetero)arylboronic acids and a variety of substitution patterns on the alkene. Preliminary mechanistic studies suggest that transmetalation is rate-limiting.

SUBMITTER: Matsuura R

PROVIDER: S-EPMC6247822 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature

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Palladium(ii)-catalyzed γ-selective hydroarylation of alkenyl carbonyl compounds with arylboronic acids.

Matsuura Rei R Jankins Tanner C TC Hill David E DE Yang Kin S KS Gallego Gary M GM Yang Shouliang S He Mingying M Wang Fen F Marsters Rohan P RP McAlpine Indrawan I Engle Keary M KM

Chemical science 20180906 44

A catalytic γ-selective <i>syn</i>-hydroarylation of alkenyl carbonyl compounds using arylboronic acids has been developed using a substrate directivity approach with a palladium(ii) catalyst. This method tolerates a wide range of functionalized (hetero)arylboronic acids and a variety of substitution patterns on the alkene. Preliminary mechanistic studies suggest that transmetalation is rate-limiting. ...[more]

PMID: 30542583

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