降冰片烯
芳基
化学
反应性(心理学)
酚类
组合化学
表面改性
苯衍生物
立体化学
有机化学
化学合成
单体
物理化学
体外
替代医学
聚合物
病理
烷基
医学
生物化学
作者
Uttam Dutta,Sandip Porey,Sandeep Pimparkar,Astam Mandal,Jagrit Grover,Adithyaraj Koodan,Debabrata Maiti
标识
DOI:10.1002/anie.202005664
摘要
Abstract Biaryl compounds are extremely important structural motifs in natural products, biologically active components and pharmaceuticals. Selective synthesis of biaryls by distinguishing the subtle reactivity difference of distal arene C−H bonds are significantly challenging. Herein, we describe para ‐selective C−H arylation, which is acheived by a unique combination of a meta ‐directing group and norbornene as a transient mediator. Upon direct meta ‐C−H palladation, one‐bond relay palladation occurs in presence of norbornene and subsequently para ‐C−H arylation is achieved for sulfonates, phosphonates and phenols bearing 2,6‐disubstitution patterns. The protocol is amenable to electron‐deficient aryl iodides. Multisubstituted arenes and phenols are obtained by postsynthetic modification of the products. The protocol allows the synthesis of hexa‐substituted benzene by sequential selective distal C−H functionalization.
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