155405-68-8Relevant articles and documents
Synthesis of 5H-pyrido[2,3-c]-2-benzazepines
Troschutz,Grun
, p. 225 - 231 (2007/10/02)
The title compounds can be obtained by two different ways: Ring closure of 2-benzazepine enaminonitrile 1 and the C2-building blocks 2, 7 and 8 gives rise to the title compounds 6, 9 and 10. - The second way starts with Wolff-Kishner-reduction of the 2-amino-3-benzoylpyridines 16a,b to the 2-amino-3-benzylpyridines 18a,b. Benzoylation of 18a,b leads to the dibenzoylated compounds 20 and 21, respectively, which can be transformed to the monobenzoylated pyridines 22 resp. 23. Applying the Bischler-Napieralski-reaction on 22a,b and 23a,b leads to the 5H-pyrido[2,3-c]-2-benzazepines 24a,b and 25a,b. By means of 1H-, 13C- and 15N-NMR-data it is demonstrated that ethyl benzoylcyanacetimidate (12a) exists as benzoylketene-O,N-acetal 12a AE.