《Synthesis of thiopyrano[4quot;,3quot;4#39;,5#39;]pyrido[3#39;,2#39;4, 5]furo[3,2-d]pyrimidines》.pdfVIP

Available online at Chinese Chemical Letters 21 (2010) 669–673 /locate/cclet 00 00 0 0 0 0 Synthesis of thiopyrano[4 ,3 :4 ,5 ]pyrido[3 ,2 :4, 5]furo[3,2-d]pyrimidines CEssam Kh. Ahmed, Mohamed A. Ameen * H_NE5E Chemistry Department, Faculty of Science, El Minia University, El Minia 61519, Egypt Received 23 September 2009 Abstract Reactions of the 6-hydroxy-thiopyrano[3,4-c]pyridine-5-carbonitrile derivative 1 with a-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. # 2009 Mohamed A. Ameen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved. Keywords: S,N-Heterocycles; S,N,O-Heterocyles; Furo[2,3-b]thiopyrano[4,3-d]pyridine; Thiopyranopyridofuropyrimidines Nitrogen, oxygen, and sulphur containing heterocyclic compounds have received considerable attention due to 口HEM_CAL their wide range of pharmacological activities. The furopyrimidine derivatives are important class of such heterocyclic compounds in pharmaceutical discovery research