Synthesis of Functionalized Indolobenzazepinones via Sc(OTf) 3 -Induced Ring Expansion/Annulation Reactions of 4-Diazoisoquinolin-3-ones with Isatins.
Jianwei XieMuhammad SulemanKe ZhangPing LuYanguang WangPublished in: The Journal of organic chemistry (2022)
Herein, we report an unexpected cascade ring expansion/annulation reaction between 4-diazo-1,4-dihydroisoquinolin-3-ones and a variety of isatin derivatives in the presence of Sc(OTf) 3 catalyst. A series of novel indolobenzazepinones were synthesized in good to excellent yields with the exclusion of nitrogen and carbon dioxide gases. High bond-forming efficiency, novel reaction mechanism, readily available starting materials, commercially available cheap catalyst, broad substrate scope, and mild reaction conditions are the prominent features of this method.