Synthesis of 5-aryl-5′-formyl-2,2′-bithiophenes as new precursors for nonlinear optical (NLO) materials
Synthesis of 5-aryl-5′-formyl-2,2′-bithiophenes as new precursors for nonlinear optical (NLO) materials
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DOI：
10.1016/j.tet.2008.12.078
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发表时间：
2009-03-07
期刊：
影响因子：
2.1
通讯作者：
Raposo, M. Manuela M.
中科院分区：
文献类型：
--
作者：
Herbivo, Cyril;Comel, Alain;Raposo, M. Manuela M.
采用Vilsmeier-Haack-Arnold反应和Suzuki偶联两种方法合成了一系列甲酰基取代的5-芳基-2，2‘-联噻吩类化合物5。通过Vilsmeier-Haack-Arnold反应从苯乙酮等廉价易得的前体开始合成化合物5，经过四步反应以低产率得到标题化合物。另一方面，功能化芳基硼酸7与5-溴-5‘-甲酰基-2，2’-联噻吩6的Suzuki偶联只需一步即可得到高质量的化合物5。(C)2009 Elsevier Ltd.保留所有权利。
A series of formyl-substituted 5-aryl-2,2'-bithiophenes 5 were synthesized using two different methods: Vilsmeier-Haack-Arnold reaction (VHA) or through Suzuki coupling. The synthesis of compounds 5 through the Vilsmeier-Haack-Arnold reaction, starting from inexpensive and easily available precursors such as acetophenones, gave the title compounds in low yields after four reaction steps. On the other hand Suzuki coupling of functionalized arylboronic acids 7 and the 5-bromo-5'-formyl-2,2'-bithiophene 6 gave Compounds 5 in good yields in only one step.(C) 2009 Elsevier Ltd. All rights reserved.