Nickel-catalyzed C(sp(2))-C(sp(3)) cross-coupling to access benzyl Bpins of arylboronic acids with α-halo boronic esters

镍催化的C(sp(2))-C(sp(3))交叉偶联反应,用于合成芳基硼酸与α-卤代硼酸酯的苄基Bpins

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Abstract

Benzyl boronic esters, as a class of organoboron compounds, are crucial intermediates in synthetic chemistry, yet the development of efficient approaches for the synthesis of these compounds remains a significant challenge. Herein, we described a nickel-catalyzed C(sp(2))-C(sp(3)) Suzuki-type cross-coupling reaction of arylboronic acids with α-iodoboronates. The reaction offers an efficient method for synthesizing a variety of primary and secondary benzyl boronic esters. Moreover, the reaction proceeds under mild conditions and exhibits a broad substrate scope and high tolerance of functional groups. The practicality of this method has been demonstrated through gram-scale reactions and a variety of divergent transformations. Preliminary studies on enantioselective reactions have demonstrated promising stereoselectivity.

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