The gold-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines affords stereoselectively Z-enamine products with excellent regioselectivity. The reaction proceeds with moderate to excellent yields and accommodates a diverse range of functional groups on alkynes (ether, bromo, trifluoromethyl, acetyl, and carbomethoxy) and anilines (ether, bromo, chloro, and carbethoxy). The stereochemistry of the obtained enamines is complementary to that reported in previous studies. A plausible explanation for the observed selectivity was attained by means of NMR experiments.
Cacchi, S., Fabrizi, G., Fochetti, A., Ghirga, F., Goggiamani, A., Iazzetti, A., Stereo- and regioselective gold(I)-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines, <<ORGANIC & BIOMOLECULAR CHEMISTRY>>, 2019; 17 (3): 527-532. [doi:10.1039/c8ob02356e] [http://hdl.handle.net/10807/198672]
Stereo- and regioselective gold(I)-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines
Iazzetti, Antonia
2019
Abstract
The gold-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines affords stereoselectively Z-enamine products with excellent regioselectivity. The reaction proceeds with moderate to excellent yields and accommodates a diverse range of functional groups on alkynes (ether, bromo, trifluoromethyl, acetyl, and carbomethoxy) and anilines (ether, bromo, chloro, and carbethoxy). The stereochemistry of the obtained enamines is complementary to that reported in previous studies. A plausible explanation for the observed selectivity was attained by means of NMR experiments.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
