Li Hongyan, Hsung Richard P
Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, USA.
Org Lett. 2009 Oct 1;11(19):4462-5. doi: 10.1021/ol901860b.
Rh(II)-catalyzed cyclopropenations of ynamides are described. Although an actual amido-cyclopropene intermediate may not be involved, these reactions provide a facile entry to highly substituted 2-amido-furans, thereby formerly constituting a [3 + 2] cycloaddition. An application of these de novo 2-amido-furans in N-tethered intramolecular [4 + 2] cycloadditions is also illustrated, leading to dihydroindoles and tetrahydroquinolines.
描述了铑(II)催化的炔酰胺环丙烷化反应。尽管可能不涉及实际的酰胺基环丙烯中间体,但这些反应为制备高度取代的2-酰胺基呋喃提供了一条简便途径,从而以前构成了[3 + 2]环加成反应。还展示了这些新生成的2-酰胺基呋喃在N-连接的分子内[4 + 2]环加成反应中的应用,生成二氢吲哚和四氢喹啉。