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Co(III)-Catalyzed, Internal and Terminal Alkyne-Compatible Synthesis of Indoles

Shuguang Zhou, Jinhu Wang, Lili Wang, Kehao Chen, Chao Song and Jin Zhu*

*Department of Polymer Science and Engineering, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China, Email: jinznju.edu.cn

S. Zhou, J. Wang, L. Wang, K. Chen, C. Song, J. Zhu, Org. Lett., 2016, 18, 3806-3809.

DOI: 10.1021/acs.orglett.6b01805 (free Supporting Information)


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Abstract

A Co(III)-catalyzed reaction provides indoles from arylhydrazines and alkynes. Notable synthetic features include regioselectivity for a meta-substituted arylhydrazine, regioselectivity for a chain-branched terminal alkyne, formal incorporation of an acetylenic unit through C2-desilylation and formal inversion of regioselectivity through consecutive C3-derivatization and C2-desilylation processes.

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Key Words

indoles


ID: J54-Y2016