Research output: Contribution to journal › Article › peer-review
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 journal › Article › peer-review
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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 -