Tetrahedron p. 4221 - 4226 (1987)
Update date:2022-09-26
Topics:
Bartoli, Giuseppe
Bosco, Marcella
Pozzo, Renato Dal
Petrini, Marino
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 applied to mono, homo and hetero bicyclic systems and allows to introduce a large variety of alkyl chains without isomerisation phenomena.
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Doi:10.1007/BF00905245
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