Boron-heck reaction of cyclic enaminones: Regioselective direct arylation via oxidative palladium(II) catalysis

Yong Wook Kim; Gunda I. Georg

doi:10.1021/ol500105d

Boron-heck reaction of cyclic enaminones: Regioselective direct arylation via oxidative palladium(II) catalysis

Yong Wook Kim, Gunda I. Georg

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Abstract

An oxidative boron-Heck reaction of cyclic enaminones with arylboronic acids is reported. This protocol provides a regioselective arylation at the C6 position of cyclic enaminones. When an N-carbamylated cyclic enaminone was employed, a switch to a conjugate addition reaction occurred in the presence of acid.

Original language	English (US)
Pages (from-to)	1574-1577
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	6
DOIs	https://doi.org/10.1021/ol500105d
State	Published - Mar 21 2014

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title = "Boron-heck reaction of cyclic enaminones: Regioselective direct arylation via oxidative palladium(II) catalysis",

abstract = "An oxidative boron-Heck reaction of cyclic enaminones with arylboronic acids is reported. This protocol provides a regioselective arylation at the C6 position of cyclic enaminones. When an N-carbamylated cyclic enaminone was employed, a switch to a conjugate addition reaction occurred in the presence of acid.",

author = "Kim, {Yong Wook} and Georg, {Gunda I.}",

year = "2014",

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doi = "10.1021/ol500105d",

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journal = "Organic Letters",

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AU - Georg, Gunda I.

PY - 2014/3/21

Y1 - 2014/3/21

N2 - An oxidative boron-Heck reaction of cyclic enaminones with arylboronic acids is reported. This protocol provides a regioselective arylation at the C6 position of cyclic enaminones. When an N-carbamylated cyclic enaminone was employed, a switch to a conjugate addition reaction occurred in the presence of acid.

AB - An oxidative boron-Heck reaction of cyclic enaminones with arylboronic acids is reported. This protocol provides a regioselective arylation at the C6 position of cyclic enaminones. When an N-carbamylated cyclic enaminone was employed, a switch to a conjugate addition reaction occurred in the presence of acid.

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Boron-heck reaction of cyclic enaminones: Regioselective direct arylation via oxidative palladium(II) catalysis

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