Synthesis of organofluorine compounds using ene type reaction of N-(p-toluenesulfonyl)trifluoroacetaldehyde imine

被引：20
|
作者：
Kumadaki, I [1 ]
Jonoshita, S [1 ]
Harada, A [1 ]
Omote, M [1 ]
Ando, A [1 ]
机构：
[1] Setsunan Univ, Fac Pharmaceut Sci, Hirakata, Osaka 5730101, Japan
来源：
JOURNAL OF FLUORINE CHEMISTRY | 1999年 / 97卷 / 1-2期
关键词：
trifluoroacetaldehyde; imine; ene reaction; amidoacetal; titanium tetrachloride;
D O I：
10.1016/S0022-1139(99)00027-5
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
N-Tosyltrifluoroacetaldehyde imine (4) reacted as an enophile, but it is very sensitive to moisture and the yields of ene products were low. N-(2,2,2-Trifluoro-1-ethoxyethyl)tosylamide (11), obtained by the reaction of trifluoroacetaldehyde ethyl hemiacetal (1) with tosylamide (3) in the presence of TiCl4 followed by addition of ethanol, was found to react as a good substitute for 4 to give the same products from the ene reaction of 4 in much better yields. (C) 1999 Elsevier Science S.A. All rights reserved.
引用
收藏
页码：61 / 63
页数：3
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