Organic & Biomolecular Chemistry Blog

In this HOT paper Angel Vidal and co-workers at Universidad de Murcia discuss the conversion of N-(2-Substituted)aryl ketenimines into 3,4- dihydroquinolines. The reaction involves a 1,5-migration of a hydride or alkoxyl group, followed by a subsequent 6pi-electrocyclic ring closure.

Vidal et al. perform a detailed experimental study on the relative migratory aptitudes and activating effects of the 1,5- (H, RO, RS) shift / 6p-electrocyclic ring closure, and provide new interesting insights into the formation of highly substituted quinolones.

Want to know what the relative migratory aptitudes are? Or what has the best activating effect? Download the paper for free for the next 4 weeks!

1,5-(H, RO, RS) shift/6π-electrocyclic ring closure tandem processes on N-[(α-heterosubstituted)-2-tolyl]ketenimines: a case study of relative migratory aptitudes and activating effects
Mateo Alajarín, Baltasar Bonillo, Raúl-Angel Orenes, María-Mar Ortín and Angel Vidal
DOI: 10.1039/C2OB27010B