标题:Use of Gyclohexylisocyanide and Methyl 2-Isocyanoacetate as Convertible Isocyanides for Microwave-Assisted Fluorous Synthesis of 1,4~Benzodiazepine-2,5-dione Library
作者:Hongyu Zhou;Wei Zhang;Bing Yan
作者机构:[Zhou, H] St. Jude Children's Research Hospital, Memphis, TN 38105, United States, School of Chemistry and Chemical Engineering, Shandong University, 更多
通讯作者:Yan, B
通讯作者地址:[Yan, B]St Jude Childrens Hosp, 332 N Lauderdale St, Memphis, TN 38105 USA.
来源:Journal of combinatorial chemistry
出版年:2010
卷:12
期:1
页码:206-214
DOI:10.1021/cc900157w
摘要:A new protocol in which cyclohexylisocyanide and methyl 2-isocyanoacetate are used as convertible isocyanides for Ugi/de-Boc/cyclization/Suzuki synthesis of biaryl-substituted 1,4-benzodiazepine-2,5-diones has been developed. Ugi reactions of Boc-protected anthranilic acids, fluorous benzaldehydes, amines, and cyclohexylisocyanide or methyl 2-isocyanoacetate were carried out at room temperature. Microwave-promoted de-Boc/cyclization reactions afforded 1,4-benzodiazepine-2,5-diones (BZDs). Suzuki coupling reactions further derivatized the BZD ring by removing the fluorous tag and introducing the biaryl group. A thirty three-member biaryl-substituted BZD library containing four points of diversity was prepared by microwave-assisted solution-phase fluorous parallel synthesis.
收录类别:SCOPUS;SCIE
WOS核心被引频次:59
Scopus被引频次:67
资源类型:期刊论文
原文链接:https://www.scopus.com/inward/record.uri?eid=2-s2.0-74049098278&doi=10.1021%2fcc900157w&partnerID=40&md5=a0f4a43d89af8441f554ed65bea42313
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