Synthesis of azobenzenes from quinone acetals and arylhydrazines.
Direct reaction between quinone bisacetals and arylhydrazines gives azobenzenes. The presence of catalytic amounts of cerium ammonium nitrate strongly accelerates the reaction. When the bisacetal has a substituent at the 2,5-cyclohexadiene framework, only one regioisomer is formed. The method represents a simple, mild, and novel synthetic access to differently substituted azocompounds in high to excellent yield.
Carreño
M Carmen
MC
Departamento de Química Orgánica (C-I), Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain. carmen.carrenno@uam.es
Mudarra
Gerardo Fernández
GF
Merino
Estíbaliz
E
Ribagorda
María
M