4.8 Article

Decarboxylative C-H Alkylation of Heteroarene N-Oxides by Visible Light/Copper Catalysis

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ORGANIC LETTERS
卷 22, 期 22, 页码 8978-8983

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03382

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资金

  1. Northwestern Polytechnical University
  2. Fundamental Research Funds for the Central Universities
  3. Natural Science Foundation of Jiangsu Province [BK20171463]
  4. grant of MOE-Tier 1 [M4012045.110 RG12/18-(S)]
  5. students' project of Nanjing Tech University for innovation and entrepreneurship training program [2020DC0397]
  6. Nanjing Tech University
  7. Nanyang Technological University

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This paper reports a highly site-selective alkylation of heteroarene N-oxides using hypervalent iodine(III) carboxylates to serve as an alkylating agent in the presence of a cheap copper catalyst under visible light conditions. This mild method proceeds at room temperature in an air atmosphere and can withstand various heteroarene N-oxides as well as various primary, secondary, and tertiary alkyl carboxylic acids. It also provides a practical method for enabling the rapid conversion of commercially available raw materials into medically relevant drug-like molecules.

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