I2-DMSO mediated dual α,β-C(sp2)–H functionalization/bicyclization of o-hydroxyphenyl enaminones to construct C2,C3-disubstituted chromone derivatives: chromeno[2,3-b]pyrrol-4(1H)-ones

Abstract

An unprecedented dual α,β-C(sp²)–H functionalization/bicyclization strategy of o-hydroxyphenyl enaminones for the preparation of chromeno[2,3-b]pyrrol-4(1H)-ones has been established. The multi-component cascade reaction achieves dual α,β-C(sp²)–H functionalization of o-hydroxyphenyl enaminones to construct C2,C3-disubstituted chromenes for the first time, along with intramolecular cascade cyclization between two functional groups to construct four new bonds and two rings in one pot. Moreover, the products have polarity sensitivity and feature aggregation-induced emission (AIE) characteristics after simple modifications, which is promising for bioimaging and theranostic applications.