Investigations into the radical cascade route to a spiro-azaindane

Abstract

The combination of modern radical generation strategies and the radical C-H functionalisation of heteroaromatics (the Minisci reaction) offers attractive routes to the preparation of complex fused heteroaromatic compounds. In this work, the one-step preparation of a trifunctionalised spiro-azaindane was investigated through a radical cascade route. In an effort to determine the most efficient approach, this cascade was initiated by 4 different radical precursors, in varying yields, adapting recently developed protocols. The best results were achieved using a triphenylpyridinium salt (Katritzky salt) under visible light irradiation