Iodine‐Catalyzed Construction of Dihydrooxepines via 3‐Methyl‐5‐Pyrazolones C−H Oxidation/Functionalization of Quinolines Cascade

Abstract

An efficient iodine‐catalyzed [3+3+1] annulation for the construction of dihydrooxepine scaffolds with quinoline units was developed. This strategy involves a seven‐membered dihydrooxepine with a broad substrate scope through a formal three‐component tandem reaction. Further derivation of the target product produced a trioxabicycle scaffold, which formed the basic core of natural products and pharmaceutical molecules.

A Review on Molecular Iodine Catalyzed/Mediated Multicomponent Reactions

“… [148] Reaction yield was almost neutral to the electronic and steric nature of substituents of aryl methyl ketones. Zhang et al [149] . reported an iodine‐mediated three‐component tandem reaction of 2‐methylquinolines and 3‐methyl‐5‐pyrazolones for the synthesis of seven membered dihydrooxepines 154 (Scheme 79).…”