Boron–Heck Reaction of Cyclic Enaminones: Regioselective Direct Arylation via Oxidative Palladium(II) Catalysis

[Image: see text] 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 occur...

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Autores principales: Kim, Yong Wook, Georg, Gunda I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993847/
https://www.ncbi.nlm.nih.gov/pubmed/24650204
http://dx.doi.org/10.1021/ol500105d
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author Kim, Yong Wook
Georg, Gunda I.
author_facet Kim, Yong Wook
Georg, Gunda I.
author_sort Kim, Yong Wook
collection PubMed
description [Image: see text] 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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spelling pubmed-39938472015-03-03 Boron–Heck Reaction of Cyclic Enaminones: Regioselective Direct Arylation via Oxidative Palladium(II) Catalysis Kim, Yong Wook Georg, Gunda I. Org Lett [Image: see text] 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. American Chemical Society 2014-03-03 2014-03-21 /pmc/articles/PMC3993847/ /pubmed/24650204 http://dx.doi.org/10.1021/ol500105d Text en Copyright © 2014 American Chemical Society
spellingShingle Kim, Yong Wook
Georg, Gunda I.
Boron–Heck Reaction of Cyclic Enaminones: Regioselective Direct Arylation via Oxidative Palladium(II) Catalysis
title Boron–Heck Reaction of Cyclic Enaminones: Regioselective Direct Arylation via Oxidative Palladium(II) Catalysis
title_full Boron–Heck Reaction of Cyclic Enaminones: Regioselective Direct Arylation via Oxidative Palladium(II) Catalysis
title_fullStr Boron–Heck Reaction of Cyclic Enaminones: Regioselective Direct Arylation via Oxidative Palladium(II) Catalysis
title_full_unstemmed Boron–Heck Reaction of Cyclic Enaminones: Regioselective Direct Arylation via Oxidative Palladium(II) Catalysis
title_short Boron–Heck Reaction of Cyclic Enaminones: Regioselective Direct Arylation via Oxidative Palladium(II) Catalysis
title_sort boron–heck reaction of cyclic enaminones: regioselective direct arylation via oxidative palladium(ii) catalysis
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993847/
https://www.ncbi.nlm.nih.gov/pubmed/24650204
http://dx.doi.org/10.1021/ol500105d
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