Tetrahedron letters

Unexpected reactivity of allyl magnesium chloride with nitroarenes. A general method of synthesis of N-allyl-N-arylhydroxylamines and N-allylanilines

G Bartoli, E Marcantoni, M Bosco, R Dalpozzo

文献索引：Bartoli, Giuseppe; Marcantoni, Enrico; Bosco, Marcella; Dalpozzo, Renato Tetrahedron Letters, 1988 , vol. 29, # 18 p. 2251 - 2254

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被引用次数: 32

摘要

Abstract In contrast to alkyl Grignard reagents, the allyl reagent reacts with nitroarenes via 1, 2 addition to the nitro group. The “in situ” treatment of the unstable intermediate adduct with LiAlH 4 in the presence of catalytic Pd/C provides a general synthesis of N-allyl-N- arylhydroxylamines or N-allylanilines.