Ligand-accelerated cross-coupling of C(sp2)-H bonds with arylboron reagents

配体加速 C(sp2)-H 键与芳基硼试剂的交叉偶联

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作者:Keary M Engle, Peter S Thuy-Boun, Michael Dang, Jin-Quan Yu

Abstract

A ligand-accelerated Pd(II)-catalyzed C(sp(2))-H/arylboron cross-coupling reaction of phenylacetic acid substrates is reported. Using Ac-Ile-OH as the ligand and Ag(2)CO(3) as the oxidant, a fast, high-yielding, operationally simple, and functional group-tolerant protocol has been developed for the cross-coupling of phenylacetic acid substrates with aryltrifluoroborates. This ligand scaffold has also been shown to improve catalysis using 1 atm O(2) as the sole reoxidant, which sheds light on the path forward in developing optimized ligands for aerobic C-H/arylboron cross-coupling.

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