Highly Chemoselective Ni-Catalyzed Protecting-Group-Free 2,2′-Biphenol Synthesis and Mechanistic Insights

The utilization of readily available starting materials to produce useful molecules is often challenged by selectivity issues. In this study, a Ni-catalyzed protecting-group-free C–C coupling protocol is described for the efficient synthesis of 2,2′-biphenol derivatives. Its remarkable chemoselectiv...

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Veröffentlicht in:Organic letters 2022-06, Vol.24 (23), p.4155-4159
Hauptverfasser: Long, Cheng-Yu, Chen, Hao, Ma, Cheng, Zhao, Bo-Wei, Li, Shen-Huan, Cui, Yue, Yang, Xinge, Ni, Shao-Fei, Wang, Xue-Qiang
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Sprache:eng
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Zusammenfassung:The utilization of readily available starting materials to produce useful molecules is often challenged by selectivity issues. In this study, a Ni-catalyzed protecting-group-free C–C coupling protocol is described for the efficient synthesis of 2,2′-biphenol derivatives. Its remarkable chemoselectivity control ability, wide substrate scope, and excellent functional group tolerance highlight this newly developed strategy. Detailed mechanistic studies have demonstrated that potassium tert-butoxide acts as a critical agent to prevent the occurrence of protonation events.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c01367