Unprecedented synthesis of a novel amino quinone ring system via oxidative decarboxylation of quinone-based alpha,alpha-amino esters.
An unusual and efficient method for the synthesis of new quinone-based amine and its derivatives from the corresponding alpha,alpha-amino ester is described. The procedure involves the quinone-based system's oxidative decarboxylation via hydride transfer throughout basic hydrolysis. This synthetic method provides, with good yields, rapid access to new potentially cytotoxic quinones.
Campiglia
Pietro
P
Department of Pharmaceutical Science, University of Salerno, I-84084, Fisciano, Salerno, Italy.
Aquino
Claudio
C
Bertamino
Alessia
A
De Simone
Nicoletta
N
Sala
Marina
M
Castellano
Sabrina
S
Santoriello
Marisabella
M
Grieco
Paolo
P
Novellino
Ettore
E
Gomez-Monterrey
Isabel M
IM
D000588:Amines / Q000737:chemistry; D016227:Benzoquinones / Q000138:chemical synthesis* / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D006868:Hydrolysis; D010084:Oxidation-Reduction
D000588:Amines; D016227:Benzoquinones; D002264:Carboxylic Acids; D004952:Esters; C004532:quinone