Utility of activated nitriles in the synthesis of isoquinoline derivatives

被引:14
作者
Fadda, AA
Refat, HM
机构
[1] Mansoura Univ, Fac Sci, Dept Chem, Mansoura 35516, Egypt
[2] Suez Canal Univ, Fac Educ Al Arish, Dept Chem, Ismalia, Egypt
关键词
D O I
10.1080/00397910008087327
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
gamma-Cyano-gamma-(4-pyridyl) pimelonitrile ( 2 ) has been prepared by cyanoethylation of 4-pyridyl-acetonitrile ( 1 ). Hydrolysis of ( 2 ) using dil. HCl afford gamma- amido-gamma-(4-pyridyl) pimelic acid ( 3 ) which cyclized to the corresponding 3-(4-pyridyl)-2,6-piperidindione-3-propionic acid ( 4 ) by continuos heating in hydrochloric acid solution. Ring closure of ( 4 ) takes place in the presence of cone. sulphuric acid to give spiroisoquinoline derivative ( 5 ). Spiroisoquinoline derivatives ( 8 ) - ( 11 ) have been also prepared. Structure of all the products have been established by elemental and spectral analyses.
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页码:341 / 350
页数:10
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