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Synthesis of 2,2′-Dihalobiaryls via Cu-Catalyzed Halogenation of Cyclic Diaryliodonium Salts
Organic Letters ( IF 5.2 ) Pub Date : 2020-11-20 , DOI: 10.1021/acs.orglett.0c03614 Kai Zhu 1 , Zongqiang Song 1 , Yi Wang 1 , Fengzhi Zhang 1
Organic Letters ( IF 5.2 ) Pub Date : 2020-11-20 , DOI: 10.1021/acs.orglett.0c03614 Kai Zhu 1 , Zongqiang Song 1 , Yi Wang 1 , Fengzhi Zhang 1
Affiliation
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.
中文翻译:
铜催化环二芳基碘鎓盐的卤代反应合成2,2'-二卤代联芳基
我们报告了一种从环状二芳基碘鎓盐制备各种2,2'-二卤代二芳基化合物的有效方法。以廉价的卤素源为起始原料,在温和的反应条件下获得了广泛的2,2'-二碘联芳基,2-溴-2'-碘联芳基和2-氯-2'-碘联芳基。更重要的是,进一步开发了手性铜-双恶唑啉催化剂体系,以优异的收率和对映选择性制备了轴向手性的2,2'-二卤代联芳基,可以用作合成各种手性配体的通用前体。
更新日期:2020-12-04
中文翻译:
铜催化环二芳基碘鎓盐的卤代反应合成2,2'-二卤代联芳基
我们报告了一种从环状二芳基碘鎓盐制备各种2,2'-二卤代二芳基化合物的有效方法。以廉价的卤素源为起始原料,在温和的反应条件下获得了广泛的2,2'-二碘联芳基,2-溴-2'-碘联芳基和2-氯-2'-碘联芳基。更重要的是,进一步开发了手性铜-双恶唑啉催化剂体系,以优异的收率和对映选择性制备了轴向手性的2,2'-二卤代联芳基,可以用作合成各种手性配体的通用前体。