Synthesis of 3,2′-Pyrrolidinyl Spirooxindole Derivative via 2,3-Rearrangement of Ammonium Ylide

The fascinating skeleton 3,2'-pyrrolidinyl spirooxindole exhibits diverse pharmacological activity. Despite advancements in the construction of this skeleton, the application rearrangement strategy for the synthesis of 3,2'-pyrrolidinyl spirooxindole remains underexplored. Herein, we reported an efficient method for the construction of 3,2'-pyrrolidinyl spirooxindole by the [2,3]-rearrangement reaction between 3-diazoindolin-2-one and arecoline under mild reaction conditions, which had a good functional group tolerance and high yield. This work not only facilitates the study of selective rearrangement of ammonium ylide but also contributes significantly to the synthesis of spiro compounds.