Synthesis and further rearrangements of 7-(2-cycloalken-1-yl)-8-quinolinols

被引：2
|
作者：
Toerincsi, Mercedesz [1 ]
Kolonits, Pal [1 ]
Novak, Lajos [1 ]
机构：
[1] Budapest Univ Technol & Econ, Dept Organ Chem & Technol, Res Grp Alkaloid Chem, Hungarian Acad Sci, H-1111 Budapest, Hungary
来源：
MONATSHEFTE FUR CHEMIE | 2014年 / 145卷 / 06期
关键词：
Claisen rearrangement; Cyclization; Furo-quinoline; Oxecino-quinoline; Oxonino-quinoline; Ring constriction; RING-CLOSURE; DERIVATIVES; RULES;
D O I：
10.1007/s00706-014-1167-z
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Rearrangement reaction of 8-(cycloalkenyloxy)quinolines and the acid-catalyzed cyclization of the products were investigated. These reactions afforded insights on interesting new heterocyclic systems. Depending on the size of the cycloalkenyl moiety, we could isolate benzofuro [3,2-h]quinoline,methanooxecino[3,2-h] quinoline, methanooxonino[3,2-h]quinoline, and/or spiro[ cycloalkano-1,2'-furo[3,2-h]quinoline. The mechanism of the novel rearrangement reactions is also discussed.
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页码：993 / 999
页数：7
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