Bronsted Acid-Catalyzed [5+1] and [4+1] Annulation of Cyclic Anhydrides with o-Alkynylanilines to Construct Fused-N-Heterocycles

An unprecedented p-TsOH and MsOH-catalyzed construction of valuable isoindolo/pyrido/pyrrolo-quinolinediones and isoindolo-indolones is demonstrated through annulation reactions of cyclic anhydrides or o-formylbenzoates with o-alkynylanilines. The metal-free Bro.nsted acid-mediated new [5+1] and [4+1] fused-cyclization is an operationally simple, highly regioselective, atom economical, high yielding, sustainable, and catalytically efficient approach.

Automated summary

This study demonstrates an unprecedented synthesis method using p-TsOH and MsOH as catalysts to construct valuable compounds. The metal-free Brönsted acid-mediated approach is operationally simple, highly regioselective, atom economical, high yielding, sustainable, and catalytically efficient.