An efficient method for the synthesis of 3-alkylthiophenes bearing functional groups on the side chain: imides and amides

被引:10
作者
Dai, J [1 ]
Sellers, JL [1 ]
Noftle, RE [1 ]
机构
[1] Wake Forest Univ, Dept Chem, Winston Salem, NC 27109 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
polythiophenes; 3-thienylalkylimides; 3-thienylalkylamides; Rieke (R) zinc; synthesis; electrochemistry;
D O I
10.1016/S0379-6779(02)01324-3
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
A method utilizing Rieke(R) zinc reagents is described for the synthesis of 5-(3-thienyl)pentanenitrile from which 5-(3-thienyl)-N-acetylpentanamide and 5-(3-thienyl)-N-(4-trifluoromethyl)benzoylpentaneamine have been prepared. A study of the effect of different catalysts on the product composition and extent of conversion has been carried out. The method should be widely applicable to the synthesis of 3-alkylthiophenes bearing functional groups on the side chain which have been rather difficult to prepare previously. The characterization and oxidative polymerization/oligomerization of the new compounds is described. (C) 2003 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:81 / 88
页数:8
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