Synthesis of cicerfuran, an antifungal benzofuran, and some related analogues
Synthesis of cicerfuran, an antifungal benzofuran, and some related analogues
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DOI：
10.1016/j.tet.2006.02.015
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发表时间：
2006-04-24
期刊：
影响因子：
2.1
通讯作者：
Hall, DR
中科院分区：
文献类型：
--
作者：
Aslam, SN;Stevenson, PC;Hall, DR
研究了从抗枯萎病的野生鹰嘴豆中合成羟基苯并呋喃（cicerfuran）及其类似物的路线。报道了一种由2-羟基二苯乙烯经环氧化和环合反应合成含氧苯并呋喃的新方法。所需的二苯乙烯中间体可以通过钯催化偶联苯乙烯与单氧化芳基卤化物而不是与双氧化芳基卤化物合成。通过Wittig反应合成了相应的芪类化合物。(c)2006爱思唯尔有限公司保留所有战斗
Routes were investigated for the synthesis of cicerfuran, a hydroxylated benzofuran from wild chickpea implicated in resistance to Fusarium wilt, and some of its analogues. A novel method is described for the synthesis of oxygenated benzofurans by epoxidation and cyclisation of 2-hydroxystilbenes. The stilbene intermediates required could be synthesised by palladium-catalysed coupling of styrenes with mono-oxygenated aryl halides but not with di-oxygenated aryl halides. Stilbenes corresponcling to the latter were synthesised by Wittig reactions. (c) 2006 Elsevier Ltd. All fights reserved