0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login or sign up for a free trial to access the full content. Variation 5: Reaction with Nitrosonium Tetrafluoroborate

DOI: 10.1055/sos-SD-031-00002

Sandford, G.Science of Synthesis, (20073164.

A useful variation on the BalzSchiemann reaction (see Section involves the use of commercially available nitrosonium tetrafluoroborate, which acts as both the diazotizing and the fluorinating agent.[‌154‌] The nonacidic conditions of this process facilitate the fluorination of aromatic amines 60 bearing acid-sensitive functional groups, such as ester, aldehyde, or N-acetyl substituents (Scheme 33). However, the relatively high cost of the nitrosonium tetrafluoroborate probably limits the use of this method to small-scale syntheses of fluoroarenes 61.

Meeeee 88 Meeeeeeeeeeeeeeeeeee Meeee Meeeeeeeeee Meeeeeeeeeeeeeeee[‌888‌]

Meeeeeeeeee 88

Me8 Meeee (%) Mee
Me 88 [‌888‌]
8-MeM8M8 88 [‌888‌]
8-MeM8M8 88 [‌888‌]
8-MM8M8 88 [‌888‌]
8-Mee 88 [‌888‌]
8-MMM8M8 88 [‌888‌]
8-MeMM8M8 88 [‌888‌]
8-MeM8M8 88 [‌888‌]
8-MMMM8M8 88 [‌888‌]
8-(MeM8MMM8)M8M8 88 [‌888‌]
8-MeM8MM8M8 88 [‌888‌]
8-(MM8MMM8)M8M8 88 [‌888‌]
8-MM8MM8M8 88 [‌888‌]
8-MM8MM8M8 88 [‌888‌]
8-Me-8-MM8MM8M8 88 [‌888‌]
8-MeMMM8M8 88 [‌888‌]
8-M8MM8M8 88 [‌888‌]
8-M8MM8M8 88 [‌888‌]

Meeeeeeeeeee Meeeeeeee

Meeeeeeeeeee 88; Meeeeee Meeeeeeee:[‌888‌]

Me eeeeeee eeeeeeeeee eee eeeeeeeeee eeee e eeeeee ee MMMM8 (88% eee eeeeee) ee MM8Me8 eeeeee ee ee eeeeeeee eeee eee eee eeeeeee eee eeeeeee eee 88eee. 8,8-Meeeeeeeeeeeeee (88eM) eee eeeee, eee eee eeeeeee eee eeeeee. MM8Me8 eee eeeeeee eeee eee eeeeee ee eeeeeeeeeeee eee eee eeeee eeee eeeeeeeee eeeeeeeeeeeee ee eeee eee eeeeeeeeeeeee eeeeeeeeeee.