Synthesis of Dibenzofurans by Cu-Catalyzed Deborylative Ring Contraction of Dibenzoxaborins
Yuto Sumida, Ryu Harada, Tomoe Sumida, Kohei Johmoto, Hidehiro Uekusa, Takamitsu Hosoya
Abstract
An efficient transformation of dibenzoxaborins to dibenzofurans by deborylative ring contraction was achieved under mild conditions using a copper catalyst. The method showed a broad substrate scope enabling the preparation of various dibenzofurans, including those bearing a functional group. The ready availability of various dibenzoxaborins enhances the utility of this method, as demonstrated by the regiodivergent synthesis of dibenzofurans.
Topics & Concepts
ChemistryCatalysisContraction (grammar)Combinatorial chemistryRing (chemistry)StereochemistryOrganic chemistryInternal medicineMedicineCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistryCatalytic C–H Functionalization Methods