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A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines
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| Journal | European Journal of Organic Chemistry |
|---|---|
| Date | E-pub ahead of print - 13 Mar 2015 |
| Date | Published (current) - Apr 2015 |
| Issue number | 11 |
| Volume | 2015 |
| Number of pages | 4 |
| Pages (from-to) | 2333-2336 |
| Early online date | 13/03/15 |
| Original language | English |
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.
- 1H-Indole, 3H-Indole, Copper-mediated coupling, Cyclization, Heterocycles
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