REACTION OF METHOXY-N-HETEROAROMATICS WITH PHENYLACETONITRILE UNDER BASIC CONDITIONS

Article abstract of DOI:10.3987/COM-90-5369

The monomethoxyl derivatives of various ?-electron deficient N-heteroaromatics reacted with phenylacetonitrile in tetrahydrofuran in the presence of sodium hydride to give α-phenyl-N-heteroareneacetonitriles in the yields ranging from 45 to 78percent.On the contrary, the reaction of these methoxyl derivatives with ethyl cyanoacetate or malononitrile under similar conditions was restricted within narrow limits.The synthesis of benzoyl-N-heteroaromatics by the air-oxidation of α-phenyl-N-hetroareneacetonitriles was described additionally.