多取代苯并[b]呋喃库的平行合成
Parallel synthesis of a multi-substituted benzo[b]furan library.
作者信息
Cho Chul-Hee, Neuenswander Benjamin, Lushington Gerald H, Larock Richard C
机构信息
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
出版信息
J Comb Chem. 2008 Nov-Dec;10(6):941-7. doi: 10.1021/cc800120y. Epub 2008 Oct 21.
Abstract
The solution-phase parallel synthesis of a 121-member library of multi-substituted benzo[ b]furans is described. 2,3,5-Trisubstituted benzo[ b]furans have been prepared by the palladium-catalyzed substitution of 3-iodobenzofurans by Suzuki-Miyaura, carbonylative Suzuki, Sonogashira, Heck, and carboalkoxylation chemistry. The 3-iodobenzofurans are readily prepared in good to excellent yields by the palladium/copper-catalyzed cross-coupling of various o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization with ICl.
摘要
本文描述了一个由121个成员组成的多取代苯并[b]呋喃库的溶液相平行合成。通过钯催化3-碘代苯并呋喃与铃木-宫浦反应、羰基化铃木反应、园田-薗头反应、赫克反应和碳烷氧基化反应进行取代反应，制备了2,3,5-三取代苯并[b]呋喃。通过钯/铜催化各种邻碘苯甲醚与末端炔烃的交叉偶联反应，随后用ICl进行亲电环化反应，可以很容易地以良好到优异的产率制备3-碘代苯并呋喃。
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