American Chemical Society
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Synthesis of 2,2′-Dihalobiaryls via Cu-Catalyzed Halogenation of Cyclic Diaryliodonium Salts

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journal contribution
posted on 2020-11-20, 16:35 authored by Kai Zhu, Zongqiang Song, Yi Wang, Fengzhi Zhang
We report an efficient method for the preparation of various 2,2′-dihalobiaryls from cyclic diaryliodonium salts. With cheap halogen sources as starting materials, a broad range of 2,2′-diiodobiaryls, 2-bromo-2′-iodobiaryls, and 2-chloro-2′-iodobiaryls were obtained under mild reaction conditions. More importantly, a chiral copper–bisoxazoline catalyst system was further developed for the preparation of axially chiral 2,2′-dihalobiaryls in excellent yields and enantioselectivities, which can serve as versatile precursors for the synthesis of various chiral ligands.