Cyclization of 4-hydroxy-3-hydroxyalkylcarbostyrils under mitsunobu conditions

被引:6
作者
Coppola, GM [1 ]
机构
[1] Novartis Inst Biomed Res Inc, Dept Diabet & Metab, Cambridge, MA 02139 USA
关键词
cyclization; isatoic anhydride; mitsunabu; quinolones; sprioquinolones;
D O I
10.1081/SCC-200030595
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of 4-hydroxy-3-hydroxyalkyl-1-methyl-2(1H)quinolinones with Ph3P/DEAD gives either C- or O-cyclized products depending on chain length. Hydroxyethyl produces only spiro cyclopropylquinolinone 6, whereas hydroxypropyl affords only pyranoquinolinone 8. Hydroxybutyl gives a 2:1 mixture of spiro cyclopentylquinolinone 11 and oxepinoquinolinone 10.
引用
收藏
页码:3381 / 3387
页数:7
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