4.8 Article

Ligand and counteranion enabled regiodivergent C-H bond functionalization of naphthols with α-aryl-α-diazoesters

期刊

CHEMICAL SCIENCE
卷 10, 期 26, 页码 6553-6559

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9sc01657k

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资金

  1. National Natural Science Foundation of China [21572065, 21772042, 21425205]
  2. Science and Technology Commission of Shanghai Municipality [18JC1412300]
  3. Program for Changjiang Scholars and Innovative Research Team in University [IRT_16R25]

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Here, an unprecedented ligand and counteranion-controlled and site-selectivity switchable direct C-H bond functionalization of unprotected naphthols with alpha-aryl-alpha-diazoesters was developed. In this transformation, site selectivities are realized by turning on/off the coordination between metal complexes and hydroxy groups. The preliminary mechanism revealed that the interaction between the hydroxy group and gold catalyst plays a key role in switching the site-selectivity of gold-carbene. This protocol potentially provides a novel design for C-H bond functionalization.

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