Li Xiaoxun, Li Hui, Song Wangze, Tseng Po-Sen, Liu Lingyan, Guzei Ilia A, Tang Weiping
School of Pharmacy, University of Wisconsin-Madison, Madison, WI 53705-2222 (USA).
Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 (P.R. China).
Angew Chem Int Ed Engl. 2015 Oct 26;54(44):12905-8. doi: 10.1002/anie.201505329. Epub 2015 Sep 7.
Rhodium(I) carbenes were generated from propargylic alcohol derivatives as the result of a dehydrative indole annulation. Depending on the choice of the electron-withdrawing group on the aniline nitrogen nucleophile, either a cyclopropanation product or dimerization product was obtained chemoselectively. Intramolecular hydroamidation occurred for the same type of propargylic alcohol derivatives when other transition-metal catalysts were employed.
铑(I)卡宾由炔丙醇衍生物通过脱水吲哚环化反应生成。根据苯胺氮亲核试剂上吸电子基团的选择,可化学选择性地得到环丙烷化产物或二聚产物。当使用其他过渡金属催化剂时,相同类型的炔丙醇衍生物会发生分子内氢酰胺化反应。