Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 29, Pages 6996-6999Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201701465
Keywords
alkyne; aryldiazonium tetrafluoroborate; potassium halide; sulfur dioxide; beta-halo vinylsulfone
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Funding
- National Natural Science Foundation of China [21372046, 21532001, 21202022]
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A four-component reaction of terminal alkynes, aryldiazonium tetrafluoroborates, sulfur dioxide surrogate of DABCO center dot(SO2)(2), and potassium halide in the presence of copper(I) chloride (10 mol %) gives rise to beta-halo vinylsulfones with good stereoselectivity. The vicinal difunctionalization of alkynes through sulfonylation and halogenation with the insertion of sulfur dioxide works efficiently. A plausible mechanism is proposed, which includes a radical process.
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