Transformation of 5,6,7,8-tetrahydro-2H-1-benzopyran-2,8-diones with hydrazines and hydrazoic acid:: Synthesis of 8-hydrazono-5,6,7,8-tetrahydro-2-oxo-2H-1-benzopyrans, pyrano[2,3-c]azepines and pyrido[2,3-c]azepines

被引：0
|
作者：
Trebse, P
Vranicar, L
Music, I
Polanc, S
Stevens, WC
Kocevar, M
机构：
[1] Univ Ljubljana, Fac Chem & Chem Technol, SI-1000 Ljubljana, Slovenia
[2] So Illinois Univ, Nucl Magnet Resonance Facil, Carbondale, IL 62901 USA
来源：
HETEROCYCLES | 2000年 / 53卷 / 05期
关键词：
Schmidt reaction; fused pyran-2-one; fused pyridine; lactam coumarin;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
N-(5,6,7,8-Tetrahydro-2,5-dioxo-2H-1-benzopyran-3-yl)benzamide (1a) reacts with nitrogen-containing nucleophiles (2) (hydrazines and hydroxylamine) to give the corresponding 8-hydrazono derivatives (3a-i) and the related hydroxyimino derivative (3j). The action of hydrazoic acid on 1a-b or 3a-b and 3e resulted in the formation of pyrano[2,3-c]azepines (4a-b). The pyranoazepine (4a) can be debenzoylated to 4b or transformed into pyrido[2,3-c]azepines (5a-b).
引用
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页码：1111 / +
页数：11
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