Deboronative Asymmetric Suzuki–Miyaura Cross-Coupling of Alkylboronic Esters Enabled by Dual Photoredox and Nickel Catalysis

Abstract

The transition-metal-catalyzed asymmetric Suzuki–Miyaura cross-coupling of alkylboron reagents remains highly challenging, especially with racemic alkylboronic esters. Herein, we disclose the first enantioconvergent deboronative Suzuki–Miyaura cross-coupling of racemic alkylboronic esters with (hetero)aryl halides enabled by dual photoredox and nickel catalysis. The protocol displays broad scope across (hetero)aryl bromides bearing functionally diverse substituents. The cooperative use of 4-cyanopyridine and pentafluoropyridine is crucial for achieving both high reactivity and excellent enantioselectivity.