Journal of Organic Chemistry 2012-05-04

Nitrosation of aryl and heteroaryltrifluoroborates with nitrosonium tetrafluoroborate.

Gary A Molander, Livia N Cavalcanti

文献索引:J. Org. Chem. 77(9) , 4402-13, (2012)

全文:HTML全文

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 (NOBF(4)). 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.


相关化合物

  • 四氟硼酸亚硝

相关文献:

Increasing the Collision Rate of Particle Impact Electroanalysis with Magnetically Guided Pt-Decorated Iron Oxide Nanoparticles.

2015-07-28

[ACS Nano 9 , 7583-95, (2015)]

A generalized ligand-exchange strategy enabling sequential surface functionalization of colloidal nanocrystals.

2011-02-02

[J. Am. Chem. Soc. 133(4) , 998-1006, (2011)]

Nitric oxide-induced S-glutathionylation and inactivation of glyceraldehyde-3-phosphate dehydrogenase.

1999-04-02

[J. Biol. Chem. 274(14) , 9427-30, (1999)]

Mechanism of covalent modification of glyceraldehyde-3-phosphate dehydrogenase at its active site thiol by nitric oxide, peroxynitrite and related nitrosating agents.

1994-07-18

[FEBS Lett. 348(3) , 223-7, (1994)]

Nitric oxide reversibly inhibits seven members of the caspase family via S-nitrosylation.

1997-11-17

[Biochem. Biophys. Res. Commun. 240(2) , 419-24, (1997)]

更多文献...