RhIII-catalyzed C-H heteroarylation and C-N cleavage: direct access to C2-heteroarylated (NH)-indoles
Zhen-Ang Liu1, Xiao Guan1, Xiao-Wen Su1
1Shandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252000, China. wanghuaiwei@lcu.edu.cn.
None:
Herein, we disclose a Cp*Rh(III)-catalyzed C2-heteroarylation of indoles bearing an N-(2,6-difluoroaryl) amide auxiliary with heterocyclic boronates, followed by auxiliary cleavage, offering an efficient route to biheteroaryl derivatives containing (NH)-indole and heterocyclic moieties. This catalytic methodology tolerated a diverse range of heterocyclic boronates and indoles well. Successful late-stage modification of the antimigraine drug sumatriptan further highlights its potential utility in the preparation of indole-based pharmaceutical molecules.
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