4.8 Article

Electrochemical Synthesis of 1-Naphthols by Intermolecular Annulation of Alkynes with 1,3-Dicarbonyl Compounds

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ORGANIC LETTERS
卷 22, 期 2, 页码 724-728

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04549

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资金

  1. National Natural Science Foundation of China [21861006]
  2. Guangxi Natural Science Foundation of China [2016GXNSFEA380001, 2018GXNSFBA281151]
  3. Guangxi Key RD Program [AB18221005]
  4. Science and Technology Major Project of Guangxi [AA17204058-21]
  5. Guangxi science and technology base and special talents [guike AD19110027]
  6. College Students Innovation and Entrepreneurship Training Program [201910602131]
  7. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources [CMEMR2019-A03]

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C-centered radical cyclization under electrochemical conditions is a feasible strategy for constructing cyclic structures. Reported herein is the electrochemical synthesis of highly functionalized 1-naphthols using alkynes and 1,3-dicarbonyl compounds by (4 + 2) annulation of C-centered radical. Electrolysis was conducted with Cp2Fe as redox catalyst, thereby eliminating the use of oxidants and transition-metal catalysts. The synthesized 1-naphthol compounds showed good antitumor activity in vitro, and further studies indicated that compound 3b1 induced tumor cell apoptosis.

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