The regio- and stereo-chemistries of the (2π+2π) photocycloaddition of electron-deficient ethenes to isoquinolin-1(2H)-one

被引:7
作者
Al-Jalal, N
Covell, C
Gilbert, A
机构
[1] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England
[2] Kuwait Univ, Dept Chem, Fac Sci, Kuwait 13060, Kuwait
来源
JOURNAL OF CHEMICAL RESEARCH-S | 1998年 / 11期
关键词
D O I
10.1039/a805642k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The (2 pi + 2 pi) photocycloaddition of isoquinolin-1(2H)-one to electron-deficient ethenes is efficient, regiospecific and highly stereoselective: 254 nm irradiation of the acrylonitirile adduct induces retroadditon and rearrangement to an N-vinylisoindolinone with equal efficiencies.
引用
收藏
页码:678 / 678A
页数:3
相关论文
共 27 条
[1]   Two-photon route to N-vinylisoindolinones from isoquinolin-1(2H)-one and electron deficient ethenes [J].
AlJalal, N ;
Drew, MGB ;
Gilbert, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (10) :965-966
[2]  
[Anonymous], SYNTHETIC ORGANIC PH
[3]  
Becker D., 1989, Org. Photochem, V10, P1
[4]  
CHIBA T, 1990, CHEM PHARM BULL, V38, P2335
[5]   CYCLOADDITIONS IN SYNTHESES .52. STEREOCHEMICAL PATHWAYS OF 1-ISOQUINOLONE CHLOROETHYLENE PHOTO[2+2]CYCLOADDITION - DETERMINATION OF REGIOSTRUCTURES AND STEREOSTRUCTURES OF THE PRODUCTS AND EXPLANATION FOR THEIR FORMATION [J].
CHIBA, T ;
TAKADA, Y ;
KANEKO, C ;
KIUCHI, F ;
TSUDA, Y .
CHEMICAL & PHARMACEUTICAL BULLETIN, 1990, 38 (12) :3317-3325
[6]   SYNTHETIC APPLICATIONS OF INTRAMOLECULAR ENONE OLEFIN PHOTOCYCLOADDITIONS [J].
CRIMMINS, MT .
CHEMICAL REVIEWS, 1988, 88 (08) :1453-1473
[7]  
DEKEUKELEIRE D, 1993, CHEM REV, V93, P145
[8]  
DEMUTH M, 1989, SYNTHESIS-STUTTGART, P145
[9]  
EVANEGA GR, 1971, TETRAHEDRON LETT, P1749
[10]  
GILBERT A, 1997, SPECIALIST PERIODI 2, V28, pCH6