PARA FLUORINATION BY N-FLUOROBIS[(TRIFLUOROMETHYL)SULFONYL]IMIDE - SYNTHESIS OF 10-BETA-FLUORO-3-OXO-1,4-ESTRADIENE STEROIDS

被引:29
作者
PENNINGTON, WT [1 ]
RESNATI, G [1 ]
DESMARTEAU, DD [1 ]
机构
[1] CLEMSON UNIV,HOWARD L HUNTER CHEM LAB,CLEMSON,SC 29629
关键词
D O I
10.1021/jo00031a038
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
When 1,3,5(10)-estratrien-3-ols are treated with N-fluorobis[(trifluoromethyl)sulfonyl]imide in chloroform solution the ortho and para fluorination products are formed. In contrast, when acetic acid is used as a solvent, fluorination in the para position occurs selectively and 10-beta-fluoro-3-oxo-1,4-estradiene derivatives are formed in high yields.
引用
收藏
页码:1536 / 1539
页数:4
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