Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2015, Issue 11, Pages 2333-2336Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201500112
Keywords
Heterocycles; 1H-Indole; 3H-Indole; Copper-mediated coupling; Cyclization
Categories
Funding
- University of York Wild Fund
- EPSRC [EP/J000124/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/J000124/1] Funding Source: researchfish
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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.
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