Synthesis of coumarin-3-O-acylisoureas by different carbodiimides

被引:34
作者
Bonsignore, L
Cottiglia, F
Lavagna, SM
Loy, G
Secci, D
机构
[1] Univ Cagliari, Dipartimento Farm Chim Tecnol, I-09124 Cagliari, Italy
[2] Univ Rome La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biol At, I-00185 Rome, Italy
关键词
D O I
10.3987/COM-98-S(H)18
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and isolation of some O-acylisourea derivatives are described. The reaction between coumarin-3-carboxylic acids and diisopropyl- and di-tert-butyl-carbodiimides leads only to coumarin-isourea derivatives except for two reactions which lead, as by-products, also to coumarin-urea derivatives.
引用
收藏
页码:469 / 478
页数:10
相关论文
共 13 条
[1]  
Andreani L.L., 1960, BOLL CHIM FARM, V99, P583
[2]  
ARENDT A, 1978, TETRAHEDRON LETT, P3867
[3]   SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 2-OXO-(2H) 1-BENZOPYRAN-3-CARBOXAMIDE DERIVATIVES [J].
BONSIGNORE, L ;
LOY, G ;
SECCI, D ;
CALIGNANO, A .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1993, 28 (06) :517-520
[4]   SYNTHESIS OF COUMARIN-3-O-ACYLISOUREAS BY DICYCLOHEXYLCARBODIIMIDE [J].
BONSIGNORE, L ;
COTTIGLIA, F ;
MACCIONI, AM ;
SECCI, D ;
LAVAGNA, SM .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1995, 32 (02) :573-577
[5]   COUMARINS .1. DERIVATIVES OF COUMARIN-3-CARBOXYLIC AND 4-CARBOXYLIC ACIDS [J].
CLINTON, RO ;
LASKOWSKI, SC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (11) :3602-3606
[6]  
DOLESCHALL G, 1963, TETRAHEDRON LETT, P1195
[7]  
Foye W. O., 1991, PRINCIPI CHEM FARMAC, P416
[8]   CONCERTED GENERAL ACID CATALYSIS IN THE REACTION OF ACETATE ION WITH WATER-SOLUBLE CARBODI-IMIDE [J].
IBRAHIM, IT ;
WILLIAMS, A .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (01) :25-27
[9]   REACTION OF WATER-SOLUBLE REAGENT N-ETHYL-N'-(3-DIMETHYLAMINOPROPYL)CARBODIIMIDE WITH NUCLEOPHILES - PARTICIPATION OF TAUTOMERIC CYCLIC AMMONIOAMIDINE AS A KINETICALLY IMPORTANT INTERMEDIATE [J].
IBRAHIM, IT ;
WILLIAMS, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (23) :7420-7421
[10]   THE CHEMISTRY OF CARBODIIMIDES [J].
KHORANA, HG .
CHEMICAL REVIEWS, 1953, 53 (02) :145-166