Intramolecular ketenimine-ketenimine [2 + 2] and [4 + 2] cycloadditions.
Bis(ketenimines), in which the two heterocumulenic functions are placed in close proximity on a carbon skeleton to allow their mutual interaction, show a rich and not easily predictable chemistry. Intramolecular [2 + 2] or [4 + 2] cycloadditions are, respectively, observed when both ketenimine functions are supported on either ortho-benzylic or 2,2'-biphenylenic scaffolds. In addition, nitrogen-to-carbon [1,3] and [1,5] shifts of arylmethyl groups in N-arylmethyl-C,C-diphenyl ketenimines are also disclosed.
Alajarín
Mateo
M
Departamento de Química Orgánica, Facultad de Química, Universidad de Murcia, Campus de Espinardo, 30100 Murcia, Spain. alajarin@um.es
Bonillo
Baltasar
B
Sanchez-Andrada
Pilar
P
Vidal
Angel
A
Bautista
Delia
D