S. Cacchi et al., FUNCTIONALIZED PYRAZOLES THROUGH A FACILE ONE-POT PROCEDURE FROM N-TOSYL-N-PROPARGYL-HYDRAZINE AND ARYL IODIDES OR VINYL TRIFLATES, Synlett, (8), 1997, pp. 959
Functionalised pyrazoles have been prepared in good overall yield thro
ugh a facile one-pot procedure. The synthesis includes the palladium-c
atalysed coupling of the readily available N-tosyl-N-propargylhydrazin
e with aryl iodides or vinyl triflates, the palladium-catalysed annula
tion of the resulting N-tosyl-N-(1-aryl/vinyl-1-propyn-3-yl)hydrazine
and exposure of the reaction mixture arising from the annulation step
to KOBut.