[2+2+1+1] Cycloaddition for de novo Synthesis of Densely Functionalized Phenols

A unique benzannulation strategy for regioselective de novo synthesis of densely functionalized phenols is described. Through metal-mediated formal [2+2+1+1] cycloaddition of two different alkynes and two molecules of CO, a series of densely functionalized phenols were obtained. The benzannulation strategy allows efficient regioselective installation up to five different substituents on a phenol ring. The resulting phenols have a substitution pattern different from those obtained from Dotz and Danheiser benzannulations.

Automated summary

This paper describes a unique benzannulation strategy for the regioselective de novo synthesis of densely functionalized phenols. By utilizing a metal-mediated formal [2+2+1+1] cycloaddition reaction of two different alkynes and two molecules of CO, a series of densely functionalized phenols were obtained. This benzannulation strategy allows for efficient installation of up to five different substituents on a phenol ring, resulting in a substitution pattern distinct from those obtained from Dotz and Danheiser benzannulations.