A concise and metal‐free procedure has been developed for the synthesis of 2‐vinylanilines. Reactions of indolines with tert‐BuOK in DMSO afford the decorated 2‐vinylanilines in yields up to 92%. In addition, the 2, or 3‐substituted indolines could be converted to trisubstituted alkenes. Also, the protocol can be scaled to afford gram quantities of the decorated 2‐vinylanilines.