Wang Xin-Wei, Chen Mu-Wang, Wu Bo, Wang Baomin, Zhou Yong-Gui
State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics , Chinese Academy of Sciences , Dalian 116023 , P. R. China.
University of Chinese Academy of Sciences , Beijing 100049 , P. R. China.
J Org Chem. 2019 Jun 21;84(12):8300-8308. doi: 10.1021/acs.joc.9b00985. Epub 2019 Jun 5.
A chiral phosphoric acid-catalyzed enantioselective synthesis of fluorinated 5,6-dihydroindolo[1,2- c]quinazolines has been developed by a condensation/amine addition cascade from 2-(1 H-indolyl)anilines and fluorinated ketones, giving the fluorinated aminals with quaternary stereogenic centers with excellent yields and up to 97% ee. A series of the fluorinated aromatic, aliphatic ketones, and ethyl trifluoropyruvate are suitable.
通过2-(1H-吲哚基)苯胺与氟化酮的缩合/胺加成串联反应，开发了一种手性磷酸催化的对映选择性合成氟化5,6-二氢吲哚并[1,2-c]喹唑啉的方法，以优异的产率和高达97%的对映体过量（ee）得到具有季碳立体中心的氟化胺化物。一系列氟化芳香酮、脂肪酮和三氟丙酮酸乙酯均适用。
