A Rare Alder‐ene Cycloisomerization of 1,6‐Allenynes

Autor: Liam M. Joyce, Melanie A. Drew, Andrew J. Tague, Thanaphat Thaima, Ali Gouranourimi, Alireza Ariafard, Stephen G. Pyne, Christopher J. T. Hyland
Rok vydání: 2022
Předmět:
Zdroj: Chemistry – A European Journal. 28
ISSN: 1521-3765
0947-6539
DOI: 10.1002/chem.202104022
Popis: Thermally induced cycloisomerization reactions of 1,6-allenynes gives α-methylene-γ-lactams via intramolecular Alder-ene reactions. The mechanism is supported by computational and deuterium labelling studies. This thermal, non-radical method enables the discovery of a hitherto unknown route that proceeds via a divergent mechanism distinct from the previous [2+2] cycloisomerization manifold.
Databáze: OpenAIRE