O-QUINONOID COMPOUNDS .I. SYNTHESIS AND TAUTOMERISM OF ISOQUINOLIN-3-OLS

被引:52
作者
JONES, DW
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 13期
关键词
D O I
10.1039/j39690001729
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Isoquinolin-3-ol is prepared by reaction of methyl o-formylphenylacetate with liquid ammonia. The 1-methyl, 1-phenyl, and 1,4-diphenyl derivatives are similarly prepared. These compounds exist predominantly as the lactim tautomers in ether solution, whereas in ethanol both tautomeric forms are important. Diels-Alder and photodimerisation reactions of certain isoquinolin-3-ols are described.
引用
收藏
页码:1729 / &
相关论文
共 15 条
[1]   ADDITION REACTIONS OF HETEROCYCLIC COMPOUNDS .27. 2-PYRIDONES WITH DIMETHYL ACETYLENEDICARBOXYLATE [J].
ACHESON, RM ;
TASKER, PA .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (16) :1542-&
[2]   CINNOLINES .8. REACTION OF 3-AMINOCINNOLINES AND 3-AMINOISOQUINOLINE WITH NITROUS ACID [J].
BAUMGARTEL, H ;
DIRKS, JE ;
MURDOCK, WF .
JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (03) :803-&
[3]   THE DIAZOTIZATION OF 3-AMINOISOQUINOLINE [J].
BOYER, JH ;
WOLFORD, LT .
JOURNAL OF ORGANIC CHEMISTRY, 1956, 21 (11) :1297-1299
[4]   A NOVEL SYNTHESIS OF ISOTHIANAPHTHENES [J].
CAVA, MP ;
POLLACK, NM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (17) :4112-&
[5]  
CHRISTIANENS L, 1962, B SOC CHIM BELGES, V71, P379
[6]  
GARDENT J, 1966, B SOC CHIM FR, P556
[7]  
GENSLEV WJ, 1952, HETEROCYCLIC COMPOUN, V6, P441
[8]  
GOLDMAN NL, 1968, TETRAHEDRON LETT, P3951
[9]   THE ORTHO-FORMYL-PHENYLACETIC AND ORTHO-ACETYL-PHENYLACETIC ACIDS [J].
HALFORD, JO ;
WEISSMANN, B .
JOURNAL OF ORGANIC CHEMISTRY, 1953, 18 (01) :30-35
[10]  
HOLLAND JM, 1968, CHEM IND-LONDON, P549