Synthesis of pyrrolo- and pyrido[1,2-a]xanthene [1,9-de]azepines: a study of the azepine ring construction.
Pentacyclic pyrrolo- and pyrido[1,2-a]xanthene[1,9-de]azepines were synthesized in various oxidation states by assembling the azepine ring following two strategies: 7-endo-trig cyclization of the aryl radical derived from a gamma-methylene lactam and cyclodehydration of aldehydes. Other strategies examined (Heck reaction and intramolecular acylation) did not afford azepines, but six-membered nitrogenated rings.
de la  Fuente
M Carmen
MC
Departamento de Química Orgánica, Facultad de Química, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain.
Domínguez
Domingo
D
D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D013237:Stereoisomerism
D001381:Azepines