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  • Franckevicius JOC Accepted for Publication Manuscript

    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

Research output: Contribution to Journal/Magazine › Journal article › peer-review

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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.

Research output: Contribution to Journal/Magazine › Journal article › peer-review

Harvard

Kenny, M, Kitson, DJ & Franckevicius, V 2016, 'Catalytic chemo- and regioselective coupling of 1,3-dicarbonyls with N‐heterocyclic nucleophiles', Journal of Organic Chemistry, vol. 81, no. 12, pp. 5162-5172. https://doi.org/10.1021/acs.joc.6b00731

APA

Kenny, M., Kitson, D. J., & Franckevicius, V. (2016). Catalytic chemo- and regioselective coupling of 1,3-dicarbonyls with N‐heterocyclic nucleophiles. Journal of Organic Chemistry, 81(12), 5162-5172. https://doi.org/10.1021/acs.joc.6b00731

Vancouver

Kenny M, Kitson DJ, Franckevicius V. Catalytic chemo- and regioselective coupling of 1,3-dicarbonyls with N‐heterocyclic nucleophiles. Journal of Organic Chemistry. 2016 Jun 17;81(12):5162-5172. Epub 2016 May 22. doi: 10.1021/acs.joc.6b00731

Author

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 {\textcopyright} 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 = jun,
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 -