BASE-CATALYZED ELIMINATION OF PARA-SUBSTITUTED THIOPHENOXIDES FROM 4-(ARYLTHIO)AZETIDIN-2-ONES

被引:8
作者
GU, HZ [1 ]
FEDOR, LR [1 ]
机构
[1] SUNY BUFFALO,SCH PHARM,DEPT MED CHEM,BUFFALO,NY 14260
关键词
D O I
10.1021/jo00308a027
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Previously we postulated the E 1cBRmechanism for reactions of 4-(aryloxy)azetidin-2-ones in aqueous alkali to give para-substituted phenoxide ions and 3-hydroxyacrylamide oxyanion.1 Rate constants for the nucleofugic step can be obtained using this system, and we anticipated that with appropriate 4-substituted azetidin-2-ones we could rank several nucleofuges and possibly obtain a quantitative structure-activity relationship for them.2 Here we report on the E1cBRreactions of 4-(arylthio)azetidin-2-ones 1–6 in aqueous alkali. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:5655 / 5657
页数:3
相关论文
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