The Baylis-Hillman reaction of substituted aminomethylbenzotriazoles

被引：8
|
作者：
Katritzky, Alan R. [1 ]
Kim, Myong Sang [1 ]
Widyan, Khalid [1 ,2 ]
机构：
[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
[2] Tafila Tech Univ, Dept Chem, Tafila, Jordan
来源：
ARKIVOC | 2008年
关键词：
Baylis-Hillman reaction; aminomethylbenzotriazoles; Baylis-Hillman olefins; substitution;
D O I：
10.3998/ark.5550190.0009.310
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Aminomethylbenzotriazoles react as effective Baylis-Hillman electrophiles with ethyl acrylate in the presence of TiCl4 at 20 degrees C to afford the corresponding benzotriazolated adducts in 66-80% yield. These adducts are (i) readily transformed to the Baylis-Hillman olefins by sodium hydride and (ii) smoothly undergo substitution of Bt with thiols.
引用
收藏
页码：91 / 101
页数：11
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