Synthesis of thiopyrano[4",3":4',5']pyrido[3',2':4, 5]furo[3,2-d]pyrim

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Reactions of the 6-hydroxy-thiopyrano[3,4-c]pyridine-5-carbonitrile derivative 1 withα-halo-carbonyl compounds gave the ortho-substituted intermediates 2a-c which were converted into furo[2,3-b]thiopyrano[4,3-d]pyridines 3a-c by fusion of a furan moiety under basic conditions.Further cyclization of 3a-c led to a fusion of a pyrimidine ring,yielding the tetracyclic products 6,7 and 8.In addition,condensation of 6 with various aromatic aldehydes afforded the corresponding imines 9a,b.Mannich reaction of 7 gave products 10a,b. Reactions of the 6-hydroxy-thiopyrano [3,4-c] pyridine-5-carbonitrile derivative 1 with α-halo-carbonyl compounds gave the ortho-substituted intermediates 2a-c which were converted into furo [2,3-b] thiopyrano [4,3-d] pyridines 3a-c by fusion of a furan moiety under basic conditions. Thermal cyclization of 3a-c led to a fusion of a pyrimidine ring, yielding the tetracyclic products 6,7 and 8. In addition, condensation of 6 with various aromatic aldehydes afforded the corresponding imines 9a, b. Mannich reaction of 7 gave products 10a, b.
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