Stereo- and regioselective gold(i )-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines
| Autor: | Giancarlo Fabrizi, Antonia Iazzetti, Sandro Cacchi, Francesca Ghirga, Antonella Goggiamani, Andrea Fochetti |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Trifluoromethyl
010405 organic chemistry Settore CHIM/06 - CHIMICA ORGANICA Organic Chemistry stereo and regio-selective reaction Regioselectivity Ether 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Catalysis hydroamination chemistry.chemical_compound chemistry gold-catalysis Hydroamination Physical and Theoretical Chemistry Selectivity biochemistry physical and theoretical chemistry organic chemistry |
| Zdroj: | Organic & Biomolecular Chemistry. 17:527-532 |
| ISSN: | 1477-0539 1477-0520 |
| DOI: | 10.1039/c8ob02356e |
| Popis: | 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. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|