Ligand-Enabled Regioselective Cross-Coupling of Palladacycles with Aryl Halides via C-H Activation
Xiang Zuo1, Qiongqiong Zhu1, Dongdong Tu1
1School of Chemical Science and Engineering, Tongji University, Shanghai 200092, China.
Abstract:
The annulation of palladacycles with ortho-substituted haloarenes via C-H activation represents an efficient strategy for constructing cyclic compounds. However, low regioselectivity in such reactions has limited their broader application in organic synthesis. Herein, we report a palladium-catalyzed, regioselective cross-coupling reaction of 1-(2-iodophenyl)-1H-pyrroles with 2-chlorobenzoic acids. Using P(2,6-(OMe)2-Ph)3 as a ligand, palladacycles generated via C-H activation undergo dual cross-coupling with 2-chlorobenzoic acids with excellent regioselectivity, affording pyrrolo[1,2-f]phenanthridine products. This method provides convenient access to a diverse range of pyrrolo[1,2-f]phenanthridine derivatives.
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