Mannich reaction in the synthesis of N,S-containing heterocycles. 15. Multicomponent cascade synthesis of 3,4,6a,7,8,9,10,10a-octahydro-2H,6H-pyrimido[4 ',5 ':4,5]pyrido[2,1-b][1,3,5]thia(selena)-diazine derivatives

作者：Frolov K A; Dotsenko V V^*; Krivokolysko S G

来源：Chemistry of Heterocyclic Compounds, 2013, 48(10): 1555-1561.

DOI：10.1007/s10593-013-1173-9

• pyrimido[4 ',5 ',:4.5]pyrido[2,1-b][1,3,5]thia(selena)diazines
• cyanoselenoacetamide
• cyanothioacetamide
• aminomethylation
• multicomponent condensation
• Mannich reaction
• X-ray structural analysis

The reaction of (2E,4E)-2-cyano-5-phenylpenta-2,4-dienethio(seleno)amides with formaldehyde and primary aromatic amines gives 3,8,10-trisubstituted 6-phenyl-3,4,6a,7,8,9,10,10a-octahydro-2H,6H-py-rimido[4',5':4,5]pyrido[2,1-b][1,3,5]thia(selena)diazine-11-carbonitriles. The latter were also obtained by a multicomponent condensation of cinnamaldehyde, cyanothioacetamide, formaldehyde, and anilines in the presence of catalytic amounts of base. The structure of the 3,8,10-tri(4-methylphenyl)-6-phenyl-3,4,6a,7,8,9,10,10a-octahydro-2H,6H-pyrimido[4',5':4,5]pyrido[2,1-b][1,3,5]thiadiazine-11-carbonitrile was studied by X-ray structural analysis.

• 出版日期2013-1