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2,3,4-Trioxo-l-phenyl-1,2,3,4-tetrahydro-quinoline (Ph—CHi) and 1,2,3-Trioxo-2,3,6,7-tetrahydro-1 H,5 H-benzo [ij] quinolizine (TMCHi) react with primary arylamines via “semiaminales” of type 1 to give quinolino-benzoxazinones of type 2 in high yields. Quinolino-benzoxazepines of type 3 are obtained with 2,6-dimethylaniline. However the N-unsubstituted 2,3,4-trioxo-1,2,3,4-tetrahydroquinoline (CHi) reacts under similar conditions only with 2-chloro- or 2,6-dimethyl-aniline to yield the corresponding ringclosed products 2 b and 3 a.

zeitschrift für naturforschung b

Synthesen von Heterocyclen, 198 Zur Chemie der vicinalen Triketone, VII. Chinolino-benzoxazine und Chinolino-benzoxazepine aus 2.3.4-Trioxo-1.2.3.4-tetrahydro-chinolinen.: Syntheses of Heterocycles, 198 The Chemistry of Vicinal Triketones, VII. Quinolino-benzoxazines and Quinolino-benzoxazepines from 2,3,4-Trioxo-1,2,3,4-tetrahydro-quinolines