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    Rights statement: This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b00731

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Catalytic chemo- and regioselective coupling of 1,3-dicarbonyls with N‐heterocyclic nucleophiles

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Catalytic chemo- and regioselective coupling of 1,3-dicarbonyls with N‐heterocyclic nucleophiles. / Kenny, Miles; Kitson, Daniel J.; Franckevicius, Vilius.

In: Journal of Organic Chemistry, Vol. 81, No. 12, 17.06.2016, p. 5162-5172.

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Kenny, Miles ; Kitson, Daniel J. ; Franckevicius, Vilius. / Catalytic chemo- and regioselective coupling of 1,3-dicarbonyls with N‐heterocyclic nucleophiles. In: Journal of Organic Chemistry. 2016 ; Vol. 81, No. 12. pp. 5162-5172.

Bibtex

@article{7f41883ffdb044ea88ae611e8809492b,
title = "Catalytic chemo- and regioselective coupling of 1,3-dicarbonyls with N‐heterocyclic nucleophiles",
abstract = "The development of a decarboxylative palladium-catalyzed coupling of 1,3-dicarbonyl compounds with indole, pyrrole, imidazole, and pyrazole nucleophiles via an allylic linker under neutral conditions is disclosed. This process enables the installation of an all-carbon quaternary center and new C−C and C−N bonds in a single operation. Despite the weakly acidic nature of N-heterocycles, the reactions proceed with good efficiency and complete regio- and chemoselectivity.",
author = "Miles Kenny and Kitson, {Daniel J.} and Vilius Franckevicius",
note = "This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright {\circledC} American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b00731",
year = "2016",
month = "6",
day = "17",
doi = "10.1021/acs.joc.6b00731",
language = "English",
volume = "81",
pages = "5162--5172",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "12",

}

RIS

TY - JOUR

T1 - Catalytic chemo- and regioselective coupling of 1,3-dicarbonyls with N‐heterocyclic nucleophiles

AU - Kenny, Miles

AU - Kitson, Daniel J.

AU - Franckevicius, Vilius

N1 - This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b00731

PY - 2016/6/17

Y1 - 2016/6/17

N2 - The development of a decarboxylative palladium-catalyzed coupling of 1,3-dicarbonyl compounds with indole, pyrrole, imidazole, and pyrazole nucleophiles via an allylic linker under neutral conditions is disclosed. This process enables the installation of an all-carbon quaternary center and new C−C and C−N bonds in a single operation. Despite the weakly acidic nature of N-heterocycles, the reactions proceed with good efficiency and complete regio- and chemoselectivity.

AB - The development of a decarboxylative palladium-catalyzed coupling of 1,3-dicarbonyl compounds with indole, pyrrole, imidazole, and pyrazole nucleophiles via an allylic linker under neutral conditions is disclosed. This process enables the installation of an all-carbon quaternary center and new C−C and C−N bonds in a single operation. Despite the weakly acidic nature of N-heterocycles, the reactions proceed with good efficiency and complete regio- and chemoselectivity.

U2 - 10.1021/acs.joc.6b00731

DO - 10.1021/acs.joc.6b00731

M3 - Journal article

VL - 81

SP - 5162

EP - 5172

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 12

ER -