CONDENSED ISOQUINOLINES 30. ACYLATION AND ALKYLATION OF 5,13-DIHYDRO-11H-ISOQUINO-[3,2-b]QUINAZOLIN-11-ONE

被引:2
作者
Potikha, L. M. [1 ]
Gutsul, R. M. [1 ]
Kovtunenko, V. A. [1 ]
Dubinina, G. G. [1 ]
Tolmachev, A. A. [1 ]
机构
[1] Taras Shevchenko Kiev Natl Univ, UA-01033 Kiev, Ukraine
关键词
2a; 7a-diazacyclopenta[fg]naphthacene; enamines; isoquino[3,2-b]quinazoline; acylation; alkylation;
D O I
10.1007/s10593-008-0078-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
It was shown that 6-acyl-5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-ones are formed when 5,13-dihydro- 11H-isoquino[3,2-b]quinazolin-11-one is heated with the chlorides and anhydrides of carboxylic acids in the presence of bases (pyridine, NaOAc) while 5-acyl-5,13-dihydro-11H-isoquino[ 3,2-b]quinazolin-11-ones are formed in the presence of NaH. In the presence of NaH 6-acyl-5,13- dihydro-11H-isoquino[3,2-b]quinazolin-11-ones form the products from acylation and alkylation at position 5. The action of heat on 5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-one in oxalyl chloride leads to 7H,8H-2a, 7a-diazacyclopenta[fg]naphthacene-1,2,8-trione.
引用
收藏
页码:585 / 593
页数:9
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