Nickel-Catalyzed Cross-Electrophile Vinyl–Vinyl Coupling: An Approach to Structurally Versatile Dienylboronates

Cross C-C bond formation of two vinyl electrophiles is a long-standing challenge in synthetic chemistry. Herein, we report a nickel-catalyzed reductive vinyl-vinyl coupling between vinyl triflates and boron-substituted vinyl bromides. This new protocol offers facile access to dienylboronates with high structural complexity and molecular diversity. The reaction proceeds with a broad substrate scope under very mild conditions. The synthetic utility of the method is highlighted by its gram-scale reaction, modification of complex molecules, and diverse transformation of the products. [GRAPHICS] .