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.

Stereo- and regioselective gold(i)-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines / Cacchi, Sandro; Fabrizi, Giancarlo; Fochetti, Andrea; Ghirga, Francesca; Goggiamani, Antonella; Iazzetti, Antonia. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 17:3(2019), pp. 527-532. [10.1039/c8ob02356e]

Stereo- and regioselective gold(i)-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines

Cacchi, Sandro;Fabrizi, Giancarlo;FOCHETTI, Andrea;Ghirga, Francesca;Goggiamani, Antonella;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.
biochemistry; physical and theoretical chemistry; organic chemistry
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Stereo- and regioselective gold(i)-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines / Cacchi, Sandro; Fabrizi, Giancarlo; Fochetti, Andrea; Ghirga, Francesca; Goggiamani, Antonella; Iazzetti, Antonia. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 17:3(2019), pp. 527-532. [10.1039/c8ob02356e]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1349038
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