Silver-catalyzed pyrazole migration and cycloaddition reaction of diazo pyrazoleamides with ketimines

A novel pyrazole migration and cycloaddition process is well developed via AgOTf-catalyzed annulation reactions of & alpha;-diazo pyrazoleamides with ketimines. This protocol discloses efficient access to synthesize a series of spirooxindole-based & beta;-lactams in good to excellent yields and the diastereoselectivity is switchable by tuning the substituents on the & alpha;-diazo pyrazoleamides.

Automated summary

A novel pyrazole migration and cycloaddition process was developed using AgOTf-catalyzed annulation reactions of α-diazo pyrazoleamides with ketimines. This protocol provides an efficient approach to synthesize a series of spirooxindole-based β-lactams with good to excellent yields, and the diastereoselectivity can be switched by tuning the substituents on the α-diazo pyrazoleamides.