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
通讯作者地址：[Yan, B]St Jude Childrens Hosp, 332 N Lauderdale St, Memphis, TN 38105 USA.
来源：Journal of combinatorial chemistry
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.