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Nitrosation of Aryl and Heteroaryltrifluoroborates with Nitrosonium Tetrafluoroborate

  作者 MOLANDER GARY A; CAVALCANTI LIVIA N  
  选自 期刊  Journal of Organic Chemistry;  卷期  2012年77-9;  页码  4402-4413  
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[摘要]Organotrifluoroborates have emerged as an alternative to toxic and air- and moisture-sensitive organometallic species for the synthesis of functionalized aryl and heteroaryl compounds. It has been shown that the trifluoroborate moiety can be easily converted into a variety of different substituents in a late synthetic stage. In this paper, we disclose a mild, selective, and convenient method for the ipso-nitrosation of organotrifluoroborates using nitrosonium tetrafluoroborate (NOBF4). Aryl- and heteroaryltrifluoroborates were converted into the corresponding nitroso products in good to excellent yields. This method proved to be tolerant of a broad range of functional groups.

 
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