1,3-OXAZINES AND RELATED-COMPOUNDS .17. A VERSATILE NEW METHOD FOR SYNTHESIS OF ISOQUINOLINES - 6,8-DIHYDROXYISOQUINOLINE DERIVATIVES FROM 6-METHYL-1,3-OXAZIN-4-ONES

被引：5
|
作者：
YAMAMOTO, Y
MORITA, Y
OHMUKAI, O
机构：
[1] Tohoku College of Pharmacy 4-4-1, Komatsushima, Aoba-ku, Sendai
来源：
HETEROCYCLES | 1992年 / 33卷 / 02期
关键词：
D O I：
10.3987/COM-91-S75
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A versatile method for synthesis of isoquinolone derivatives (4a-h) from 2-substituted 6-methyl-4H-1,3-oxazin-4-ones (1a-h) is described. Transformation of 1a-h with diethyl acetonedicarboxylate (2) in the presence of potassium tert-butoxide afforded 6-substituted 3-acetyl-5-ethoxycarbonyl-4-ethoxycarbonylmethylene-2-pyridones (3a-h) in excellent yields. Dieckmann-type cyclization of 3a-h with sodium ethoxide in ethanol produced the corresponding isoquinolone derivatives (4a-h) in good yields, respectively.
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页码：515 / 518
页数：4
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