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A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines

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A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines. / Drouhin, Pauline; Taylor, Richard J. K.

In: European Journal of Organic Chemistry, Vol. 2015, No. 11, 04.2015, p. 2333-2336.

Research output: Contribution to journalArticlepeer-review

Harvard

Drouhin, P & Taylor, RJK 2015, 'A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines', European Journal of Organic Chemistry, vol. 2015, no. 11, pp. 2333-2336. https://doi.org/10.1002/ejoc.201500112

APA

Drouhin, P., & Taylor, R. J. K. (2015). A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines. European Journal of Organic Chemistry, 2015(11), 2333-2336. https://doi.org/10.1002/ejoc.201500112

Vancouver

Drouhin P, Taylor RJK. A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines. European Journal of Organic Chemistry. 2015 Apr;2015(11):2333-2336. https://doi.org/10.1002/ejoc.201500112

Author

Drouhin, Pauline ; Taylor, Richard J. K. / A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines. In: European Journal of Organic Chemistry. 2015 ; Vol. 2015, No. 11. pp. 2333-2336.

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@article{8cdc8ff565844933a137c86bb7fc07e6,
title = "A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines",
abstract = "A facile copper(II)-mediated C-H bond oxidation and C-C bond formation procedure has been applied to the synthesis of indole derivatives. Intramolecular oxidative coupling of 3,3-disubstituted enamines proceeded using a non-expensive and air-stable copper salt, Cu(2-ethylhexanoate)2, to afford the corresponding C-3 quaternary indolenine products in good to excellent yields. 1H-Indoles can be prepared in a similar manner but in this case, Cu(OAc)2·H2O has been found to be the preferred oxidant.",
keywords = "1H-Indole, 3H-Indole, Copper-mediated coupling, Cyclization, Heterocycles",
author = "Pauline Drouhin and Taylor, {Richard J. K.}",
year = "2015",
month = apr,
doi = "10.1002/ejoc.201500112",
language = "English",
volume = "2015",
pages = "2333--2336",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley-VCH Verlag",
number = "11",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines

AU - Drouhin, Pauline

AU - Taylor, Richard J. K.

PY - 2015/4

Y1 - 2015/4

N2 - A facile copper(II)-mediated C-H bond oxidation and C-C bond formation procedure has been applied to the synthesis of indole derivatives. Intramolecular oxidative coupling of 3,3-disubstituted enamines proceeded using a non-expensive and air-stable copper salt, Cu(2-ethylhexanoate)2, to afford the corresponding C-3 quaternary indolenine products in good to excellent yields. 1H-Indoles can be prepared in a similar manner but in this case, Cu(OAc)2·H2O has been found to be the preferred oxidant.

AB - A facile copper(II)-mediated C-H bond oxidation and C-C bond formation procedure has been applied to the synthesis of indole derivatives. Intramolecular oxidative coupling of 3,3-disubstituted enamines proceeded using a non-expensive and air-stable copper salt, Cu(2-ethylhexanoate)2, to afford the corresponding C-3 quaternary indolenine products in good to excellent yields. 1H-Indoles can be prepared in a similar manner but in this case, Cu(OAc)2·H2O has been found to be the preferred oxidant.

KW - 1H-Indole

KW - 3H-Indole

KW - Copper-mediated coupling

KW - Cyclization

KW - Heterocycles

UR - http://www.scopus.com/inward/record.url?scp=84926657466&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201500112

DO - 10.1002/ejoc.201500112

M3 - Article

AN - SCOPUS:84926657466

VL - 2015

SP - 2333

EP - 2336

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 11

ER -