ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Synthesis of Substituted N-Hydroxylactams, Lactams, Quinoline-N-oxides, and Quinolines by Catalyzed Reductive Cyclization of 2-Nitrocinnamoyl Derivatives with Hydrogen/Platinum BlackSubstituted 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 acting noncatalytically.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19873290617
Permalink