Influence of hydrazine structure on regioselectivity in the synthesis of 1,3,5-substituted pyrazoles from acetylenic ketones, and control of regioselectivity through choice of solvent

ORGN 465

Frederick W. Hartner, fred_hartner@merck.com, Department of Process Research, Merck Research Laboratories, P.O.Box 2000, Rahway, NJ 07065-0900
The synthesis of 1,3,5-substituted pyrazoles from acetylenic ketones and hydrazines often leads to mixtures of regioisomers. The dependence of regiochemistry on steric and electronic aspects of the substituted hydrazines, as well as, control of the regiochemistry through choice of solvent will be presented.