4.5 Article

Switching the reaction pathways of electrochemically generated β-haloalkoxysulfonium ions - synthesis of halohydrins and epoxides

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 11, Issue -, Pages -

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.11.27

Keywords

DMSO; electrosynthesis; epoxides; halohydrins; halogen cations

Funding

  1. Taiyo Nippon Sanso Corporation
  2. Grants-in-Aid for Scientific Research [25410200] Funding Source: KAKEN

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beta-Haloalkoxysulfonium ions generated by the reaction of electrogenerated Br+ and I+ ions stabilized by dimethyl sulfoxide (DMSO) reacted with sodium hydroxide and sodium methoxide to give the corresponding halohydrins and epoxides, respectively, whereas the treatment with triethylamine gave alpha-halocarbonyl compounds.

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