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Harnessing gem-Diboron Radicals: A Ni-Catalyzed Reductive Coupling Platform for Diverse sp3-Rich Molecular
Zhen-Qi Wang1, Yan-Jie Yang1, Xing-Bang Liu1
1Department of Medicinal Chemistry, School of Pharmacy, Xi'an Jiaotong University, Xi'an 710061, China.
Abstract:
Herein, we report a practical nickel-catalyzed reductive cross-coupling of α-chloro-gem-diboron compounds with carbon electrophiles, providing efficient access to a broad range of gem-diboron structures, including previously underdeveloped α-arylated derivatives. This transformation proceeds via an underdeveloped gem-diboron radical intermediate pathway and features mild conditions, operational simplicity, excellent regioselectivity, and broad functional group tolerance. Notably, this method overcomes the long-standing challenge of Csp3-Csp3 bond formation using simple alkyl halide electrophiles, thereby expanding access to traditionally elusive molecular scaffolds.
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