Citation:
Essam Kh. Ahmed, Mohamed A. Ameen. Synthesis of thiopyrano [4",3":4',5']pyrido [3',2':4,5]furo [3,2-d]pyrimidines[J]. Chinese Chemical Letters,
;2010, 21(6): 669-673.
doi:
10.1016/j.cclet.2009.12.010
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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. 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.
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