Unified Protocol for Fe-Based Catalyzed Biaryl Cross-Couplings between Various Aryl Electrophiles and Aryl Grignard Reagents

Unified Protocol for Fe-Based Catalyzed Biaryl Cross-Couplings between Various Aryl Electrophiles and Aryl Grignard Reagents
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各种芳基亲电试剂和芳基格氏试剂之间铁基催化联芳交叉偶联的统一方案

DOI:
10.1021/acs.joc.9b00151
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发表时间:
2019
影响因子:
3.6
通讯作者:
Duan Xin Fang
Duan Xin Fang
中科院分区:
化学2区
文献类型:
--
作者:
Wang Lei;Wei Yi Ming;Zhao Yan;Duan Xin Fang

文献摘要

被引文献

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常用的FeCl 3/SIPr和Ti(OEt)4/PhOM的组合使得具有高度通用性的铁基催化剂体系能够有效地催化各种亲电试剂(I、Br、Cl、OTs、OCONMe 2、OSO 2NMe 2)与具有高官能团耐受性的普通或官能化芳基Grignard试剂之间的联芳基偶联反应。芳基碘和溴在相应的氧基亲电试剂上的选择性偶联已经实现,因此通过正交偶联策略方便地合成阿尼芬净的三联苯酸中间体。
The combination of commonly used FeCl3/SIPr with Ti(OEt)4/PhOM enabled a highly general iron-based catalyst system, which could efficiently catalyze the biaryl coupling reaction between various electrophiles (I, Br, Cl, OTs, OCONMe2, OSO2NMe2) and common or functionalized aryl Grignard reagents with high functional group tolerance. Selective couplings of aryl iodides and bromides over the corresponding oxygen-based electrophiles have been achieved, and thus a terphenyl acid intermediate for anidulafungin was conveniently synthesized via an orthogonal coupling strategy.