Tetrahedron

One-pot chemoselective reductive alkylation of nitroarenes: A new general method of synthesis of alkylanilines

G Bartoli, M Bosco, R Dal Pozzo, M Petrini

Index: Bartoli, Giuseppe; Bosco, Marcella; Pozzo, Renato Dal; Petrini, Marino Tetrahedron, 1987 , vol. 43, # 18 p. 4221 - 4226

Full Text: HTML

Citation Number: 15

Abstract

A New facile and general synthesis of alkylanilines by one-pot reductive alkylation of nitroarenes is reported. This method is based on the “in situ” reduction by hydrides (LiAlH4 or NaBH4) in the presence of catalytic amounts of Pd C, of nitronate adducts arising from the conjugate addition of Grignard reagents to mononitroarenes. LiAlH4 showed to be a more efficient but less selective reducing agent than NaBH4. The reaction can be successfully ...