Nitrosation of aryl and heteroaryltrifluoroborates with nitrosonium tetrafluoroborate.

Nitrosation of aryl and heteroaryltrifluoroborates with nitrosonium tetrafluoroborate.
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DOI:
10.1021/jo300551m
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发表时间:
2012-05-04
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Cavalcanti LN
Cavalcanti LN
中科院分区:
其他
文献类型:
--
作者:
Molander GA;Cavalcanti LN

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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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