DOI: 10.3390/molecules28166026 ISSN:
Vinylation of N-Heteroarenes through Addition/Elimination Reactions of Vinyl Selenones
Martina Palomba, Italo Franco Coelho Dias, Michelangelo Cocchioni, Francesca Marini, Claudio Santi, Luana Bagnoli- Chemistry (miscellaneous)
- Analytical Chemistry
- Organic Chemistry
- Physical and Theoretical Chemistry
- Molecular Medicine
- Drug Discovery
- Pharmaceutical Science
A new protocol for the synthesis of N-vinyl azoles using vinyl selenones and azoles in the presence of potassium hydroxide was developed. This reaction proceeded under mild and transition metal-free conditions through an addition/elimination cascade process. Both aromatic and aliphatic vinyl selenones and various mono-, bi- and tri-cyclic azoles can be tolerated and give terminal N-vinyl azoles in moderate to high yields. A plausible mechanism is also proposed.