4.6 Article

Se-(Fluoromethyl) Benzenesulfonoselenoates: Shelf-Stable, Easily Available Reagents for Monofluoromethylselenolation

期刊

CHEMISTRY-A EUROPEAN JOURNAL
卷 28, 期 39, 页码 -

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202200981

关键词

electrophilic; fluorine; fluoromethyl; fluoromethylselenolation; organoselenium; selenium

资金

  1. National Natural Science Foundation of China [NSFC-21971206]
  2. Key Laboratory of Se-enriched Products Development and Quality Control, Ministry of Agriculture and Rural Affairs/National-Local Joint Engineering Laboratory of Se-enriched Food Development [Se-2021B02]

向作者/读者索取更多资源

A new class of electrophilic monofluoromethylselenolation reagents have been developed, which can be easily prepared in one step under mild reaction conditions. These reagents exhibit efficient electrophilic monofluoromethylselenolation reactions towards various nucleophiles, with mild and environmentally friendly reaction conditions, good tolerance of functional groups, and broad substrate scope.
A new class of electrophilic monofluoromethylselenolation reagents, Se-(fluoromethyl) benzenesulfonoselenoates, has been developed. They can be readily prepared from sodium benzenesulfinates, Se powder and ClCFH2 in one step under mild reaction conditions. Se-(fluoromethyl) benzenesulfonoselenoates are efficient electrophilic monofluoromethylselenolation reagents for a wide range of nucleophiles including indole, 6-azaindole, pyrrole, thiophene, electron-rich arene, aryl boronic acid and alkyne. The monofluoromethylselenolation approach features mild and environmentally friendly reaction conditions, good tolerance of various functional groups, and broad substrate scope.

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