ISSN:
1573-9171
Keywords:
azoles
;
O-fluorosulfonyl-N
;
N-difluorohydroxylamine
;
phasetransfer catalysis
;
N-fluorosulfonylazoles
;
N
;
N-fluorosulfonylbisazoles
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract O-Fluorosulfonyl-N,N-difluorohydroxylamine (FH) reacts with anions of NH-azoles (imidazoles, pyrazoles, and 1,2,3-triazoles) to give the corresponding N-fluorosulfonylazoles, which were used to obtain N,N′-sulfonylbisazoles. The N-fluorosulfonylation proceeds at the nitrogen atom furthest from the most electron-withdrawing substituent in the azole ring..Nonaromatic NH-acid anions (imides and primary N-nitroamines) are sometimes capable of giving N-flurosulfonyl derivatives although in yields less than 5%. These products are much less stable than N-fluorosulfonylazoles. The N-fluorosulfonylation presumably proceeds as nucleophilic substitution at the sulfur atom of FH.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00863829
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