Synthesis of novel benzo[b]pyrimido[4',5':5,4]thieno[2,3-e][1,6]naphthyridine-8-ones via P

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An efficient method for the synthesis of novel benzo[b]pyrimido[4’,5’:5,4]thieno[2,3e]-[1,6]naphthyridine-8-one derivatives via Pictet–Spengler cyclization is reported. The reaction of 4-(3-aminopyrimido[4,5-d]thieno-2-yl)quinoline-2-ones, which could be obtained from Thorpe–Ziegler isomerization of 4-bromomethylquinoline-2-ones and 5-cyano-1,6-dihydro-4-methyl-2-phenyl-6-thioxopyrimidine,with aromatic aldehydes in the presence of BF_3·OEt_2 gives pyrimidothieno[1,6]naphthyridines in good yields. An efficient method for the synthesis of novel benzo [b] pyrimido [4 ’, 5’: 5,4] thieno [2,3e] - [1,6] naphthyridine-8-one derivatives via Pictet- Spengler cyclization is reported. The reaction of 4- (3-aminopyrimido [4,5-d] thieno-2-yl) quinoline-2-ones, which could be obtained from Thorpe-Ziegler isomerization of 4-bromomethylquinoline-2-ones and 5-cyano- 1,6-dihydro-4-methyl-2-phenyl-6-thioxopyrimidine, with aromatic aldehydes in the presence of BF_3 · OEt_2 gives pyrimidothieno [1,6] naphthyridines in good yields.
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