New [1,2] rearrangement of p-toluenesulfonyl group in azoles by n-butyllithium

Heterocycles

Volumn 48, Issue 1, 1998, Pages 155-159

  Jeon, Dong Ju ^a   Yu, Dong Wook ^a   Kim, Hyoung Rae ^a   Ryu, Eung K ^a  

^a Korea Research Institute of Chemical Technology   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0013616866     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-97-7992     Document Type: Article

References (22)

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18. Phenylsulfonyl group in N-phenylsulfonyltriazoles was labile under strong basic media, see: A. R. Katritzky, G. F. Zhang, J. Pernak, and W. Q. Fan, Heterocycles, 1993, 36, 1253.
19. N. Kafagiri, K. Itakura, and S. A. Narang, J. Am. Chem. Soc., 1975, 97, 7332.
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22. It has been known that the N-unsubstituted pyrazoles in solution are mixtures of tautomers in different proportions, depending on the nature of the substituents and solvents, see: J. Elguero, 'Comprehensive Heterocyclic Chemistry,' ed. by K. T. Potts, Pergamon Press, Oxford, 1984, pp.167-303, and the references cited therein. We did not established if compound (3) is 3- or 5-toluensulfonylpyrazole, or an equilibrium mixture of the two isomers.