1343488-97-0Relevant articles and documents
Synthesis and reactivity of 5-methylenehydantoins
Fraile, José M.,Lafuente, Gustavo,Mayoral, José A.,Pallarés, Antonio
experimental part, p. 8639 - 8647 (2011/11/30)
5-Methylenehydantoin, as well as the N-mono- and N,N-di-protected derivatives, can be obtained by different synthetic routes. These compounds can undergo a large variety of reactions, such as Diels-Alder, epoxidation, methanol addition and conjugate addition reactions of different types of nucleophiles, including carbon (cyanide), nitrogen (piperidine) and sulfur (thiols, thioacetate) nucleophiles. The reactivity with electrophilic reagents, such as m-CPBA or methanol in acidic medium, and the need for Lewis acids to promote the conjugate addition reactions indicate that hydantoin is a poor electron-withdrawing group.
