4.7 Article

Electrochemical Sulfonylation of Alkynes with Sulfonyl Hydrazides: A Metal- and Oxidant-Free Protocol for the Synthesis of Alkynyl Sulfones

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 11, Pages 2160-2167

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201901607

Keywords

Electrochemical synthesis; Cross-coupling reaction; Terminal alkyne; Sulfonylhydrazine; Alkynyl sulfones

Funding

  1. National Natural Science Foundation of China [21861006, 21961042]
  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. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources [CMEMR2019-A03]
  7. Guangxi Key Laboratory of Agricultural Resources Chemistry and Biotechnology [2019KF03]
  8. Innovation Project of Guangxi Graduate Education [YCBZ2019030]
  9. National college students innovation and entrepreneurship training program [201910602019]

Ask authors/readers for more resources

Herein, an electrochemical oxidative cross-coupling reaction between terminal alkynes and sulfonylhydrazides has been developed. Tetrabutylammonium iodide is used as the electrolyte and redox medium. The significant advantages of this method are high atom efficiency, functional group tolerance, and transition metal- and oxidant-free conditions. Most of the compounds exhibit good inhibitory activity on tumor cell lines, and one of the compounds can inhibit cell migration and induce apoptosis in HeLa cells.

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