Centre in Green Chemistry and Catalysis, Department of Chemistry, Université de Montréal, P.O. Box 6128 Station Downtown, Montréal, Québec, H3C 3J7, Canada.
Org Lett. 2013 Mar 15;15(6):1350-3. doi: 10.1021/ol4003338. Epub 2013 Mar 1.
The Pd-catalyzed, Ag(I)-mediated intramolecular direct arylation of cyclopropane C-H bonds is described. Various spiro 3,3'-cyclopropyl oxindoles can be obtained in good to excellent yields from easily accessible 2-bromoanilides. The kinetic isotope effect was determined and epimerization studies were conducted, suggesting that the formation of a putative Pd-enolate is not operative and that the reaction proceeds via a C-H arylation pathway.
Pd 催化、Ag（I）介导的环丙烷 C-H 键的分子内直接芳基化反应被描述。各种螺环 3,3'-环丙基氧吲哚可以从易得的 2-溴苯甲酰胺以良好至优秀的收率得到。确定了动力学同位素效应并进行了外消旋研究，表明假设的 Pd-烯醇化物的形成不起作用，反应通过 C-H 芳基化途径进行。
