Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 8, Pages 2249-2255Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01942b
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Funding
- Hubei Technological Innovation Project [2019ACA125]
- Science, Technology and Innovation Commission of Shenzhen Municipality [JCYJ20180305180832515]
- National Natural Science Foundation of China [22001085]
- Fundamental Research Funds for the Central Universities [HUST: 2020kfyXJJS062, 2021yjsCXCY058]
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A formal dual C(sp(2))-H cross-dehydrogenative C-O bond formation method was developed, which can efficiently assemble diversely functionalized diaryl ethers. The reaction proceeds under mild conditions with excellent atom and step economy. In addition, a rare C(sp(2))-O bond formation occurs in this reaction.
A formal dual C(sp(2))-H cross-dehydrogenative C-O bond formation between phenols and N-substituted naphthylamines to expediently assemble diversely functionalized diaryl ethers bearing hydroxyl and amino functionalities with excellent atom and step economy was developed under mild conditions. The reaction features three C-H cleavages and three C-O bond formations in one pot. In addition a rare C(sp(2))-O bond formation rather than the conventional C-C bond formation took place by addition to a carbonyl O atom of the in situ generated ortho-quinone.
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