Synthesis and Characterization of 2‐Pyridylsulfur Pentafluorides

書誌事項

公開日
2014-11-06
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/anie.201409990
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>Current approaches to prepare SF<jats:sub>5</jats:sub>‐substituted heterocycles during the synthesis of targeted heterocyclic compounds require the use of SF<jats:sub>5</jats:sub>‐functionalized aryl or alkyne reagents or SF<jats:sub>5</jats:sub>Cl as a source of the SF<jats:sub>5</jats:sub> functional group. Herein we report that excess oxidative fluorination of 2,2′‐dipyridyl disulfide with a KF/Cl<jats:sub>2</jats:sub>/MeCN system leads to the formation of thirteen new 2‐pyridylsulfur chlorotetrafluorides (2‐SF<jats:sub>4</jats:sub>Cl‐pyridines). These molecules are found to undergo further chlorine–fluorine exchange reactions by treatment with silver(I) fluoride enabling ready access to a series of ten new substituted 2‐pyridylsulfur pentafluorides (2‐SF<jats:sub>5</jats:sub>‐pyridines). This is the first preparatively simple and readily scalable example of the transformation of an existing heterocyclic sulfur functionality to prepare SF<jats:sub>5</jats:sub>‐substituted heterocycles.</jats:p>

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