Kharasch‐Type Cyclizations of 2‐Substituted Indole Derivatives Surprisingly Lead to Spiroindoles

Abstract

AbstractStarting from 1H‐indole‐2‐carboxylic acid, a series of spiro[2‐oxoindole‐pyrrolidines] could be synthesized in a straightforward manner. The key reaction is a Kharasch radical cyclization reaction of trichloroacetylated precursors. The identity of the tricyclic final products that were formed could be determined as spiro[2‐oxoindole‐pyrrolidines] by using a combination of different analytical techniques (1H NMR, 13C NMR, gHMBC, HRMS) and additional reactions. The produced skeletons are interesting from a medicinal point of view.