Synthesis of Substituted Imidazolidines: Base‐Stable Precursors of 4,5‐Dihydro‐1<i>H</i>‐imidazol‐3‐ium Salts and <i>N</i>‐Heterocyclic Carbenes

書誌事項

公開日
2014-06-03
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/ejoc.201402364
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>The present work establishes a new synthetic route that leads to substituted azolium salts. The base stable 1‐(4‐bromo‐2,6‐diisopropylphenyl)‐3‐(2,6‐diisopropylphenyl)imidazolidine and 1,3‐bis(4‐bromo‐2,6‐diisopropylphenyl)imidazolidine were synthesized and the 4‐Br substituents converted into various functional groups through Br/Li exchange or Pd‐catalyzed cross‐coupling reactions (Suzuki, Sonogashira, and vinylation). The substituted imidazolidines were oxidized, by using chloranil or <jats:italic>N</jats:italic>‐bromosuccinimide, to provide the respective azolium salts, which are convenient precursors to <jats:italic>N</jats:italic>‐heterocyclic carbenes.</jats:p>

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