Ring expansion of sulfur substituted p-quinamines: regiospecific synthesis of 4-aminotropones.
Synthesis of 4-aminotropones through a cyclization-ring expansion process occurs in a single step and with excellent yields from 4-amino-2,5-cyclohexadienones (p-quinamines) bearing a 4-sulfinyl or sulfonyl methyl group.
Carreño
M Carmen
MC
Dpto. de Química Orgánica (C-I), Universidad Autónoma, Cantoblanco, 28049-Madrid, Spain. carmen.carrenno@uam.es
Sanz-Cuesta
M Jesús
MJ
Ribagorda
María
M
D000470:Alkaloids / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry*; D014334:Tropolone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
D000470:Alkaloids; C035340:quinamine; D013455:Sulfur; D014334:Tropolone; C003730:tropone