27669-24-5Relevant articles and documents
Synthesis of Substituted N-Hydroxylactams, Lactams, Quinoline-N-oxides, and Quinolines by Catalyzed Reductive Cyclization of 2-Nitrocinnamoyl Derivatives with Hydrogen/Platinum Black
Sicker, D.,Rabe, A.,Zakrzewski, A.,Mann, G.
, p. 1063 - 1070 (2007/10/02)
Substituted nitrobenzenes 1a-1m, consisting of two series of 6 analogous compounds, containing the structural unit of an α,β-substituted 2-nitrocinnamoyl group have been reductively cyclized by means of hydrogen in the presence of platinum black catalyst to form four types of heterocycles: N-hydroxylactams 2a and b, lactams 3 and 4, quinoline-N-oxides 5a-d, and quinolines 6a and b.The type of substituents at the 2-nitrocinnamoyl group is of significance for the type of heterocycle formed in this reaction.It is of special interest that by the use of the reduction system hydrogen/platinum black the probability to obtain N-hydroxylactams or quinoline-N-oxides, which are difficult to obtain by alternative procedures, becomes much higher than by the use of many reducing agents noncatalytically.
