Ma Cheng, Ding Hanfeng, Wu Guangming, Yang Yewei
Department of Chemistry, Zhejiang University, Hangzhou, China.
J Org Chem. 2005 Oct 28;70(22):8919-23. doi: 10.1021/jo051513x.
[reaction: see text] A facile preparation of 3-aminofuran derivatives via multicomponent reactions of thiazole carbenes, aldehydes, and dimethyl acetylenedicarboxylate (DMAD) is reported. In this process, the thiazole carbenes, generated in situ from thiazolium salts, reacted with aldehydes and DMAD at -78 to 0 degree C in CH(2)Cl(2) to afford the substituted furans in moderate to good yields. Eight substituted thiazolium salts were employed as carbene precursors in the reaction. Besides aryl aldehydes, alpha,beta-unsaturated aldehydes, aliphatic aldehydes, and arenedial were also investigated and found to be applicable to this reaction.
[反应：见正文] 报道了一种通过噻唑卡宾、醛和二甲基乙炔二羧酸酯（DMAD）的多组分反应简便制备3-氨基呋喃衍生物的方法。在此过程中，由噻唑鎓盐原位生成的噻唑卡宾在-78至0℃下于二氯甲烷中与醛和DMAD反应，以中等至良好的产率得到取代呋喃。八种取代噻唑鎓盐被用作反应中的卡宾前体。除了芳醛外，还研究了α,β-不饱和醛、脂肪醛和芳二醛，发现它们适用于该反应。
