School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, China.
Chem Commun (Camb). 2021 Oct 28;57(86):11322-11325. doi: 10.1039/d1cc04179g.
An unusual rearrangement of saccharin-derived cyclic ketimines (SDCIs) and 3-chlorooxindoles has been developed to provide a series of spiro-1,3-benzothiazine oxindoles. The reaction features simple manipulations, short reaction times, mild reaction conditions and inexpensive reagents. It is the first example where SDCIs serve as a ring-opening reagent in organic synthesis.
一种不寻常的糖精衍生环状亚胺(SDCIs)和 3-氯代氧吲哚的重排方法已经被开发出来,以提供一系列螺-1,3-苯并噻嗪氧吲哚。该反应具有操作简单、反应时间短、反应条件温和、试剂廉价等特点。这是 SDCIs 首次作为环氧化剂在有机合成中应用的实例。