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Regio- and stereoselective switchable synthesis of (<i>E</i>)- and (<i>Z</i>)-<i>N</i>-carbonylvinylated pyrazoles is first developed by using the Michael addition reaction of pyrazoles and conjugated carbonyl alkynes. Ag₂CO₃ plays a key role in the switchable synthesis of (<i>E</i>)- and (<i>Z</i>)-<i>N</i>-carbonylvinylated pyrazoles. Ag₂CO₃-free reactions lead to thermodynamically stable (<i>E</i>)-<i>N</i>-carbonylvinylated pyrazoles in excellent yields whereas reactions with Ag₂CO₃ give (<i>Z</i>)-<i>N</i>-carbonylvinylated pyrazoles in good yields. It is noteworthy that (<i>E</i>)- or (<i>Z</i>)-<i>N</i>¹-carbonylvinylated pyrazoles are obtained with high regioselectivity when asymmetrically substituted pyrazoles react with conjugated carbonyl alkynes. The method can also extend to the gram scale. A plausible mechanism is proposed on the basis of the detailed studies, wherein Ag⁺ acts as coordination guidance.