Mild Three-Step Consecutive C-H Activations

Herein, the Rh-catalyzed consecutive C-Hbondolefination/annulation/olefination cascade, tandemly directed bysulfonamide and ester groups, has been developed under mildconditions with the assistance of 1-adamantane carboxylic acid. Aseven-membered metallacycle including an ester group was preferredto thefive-membered one including a sulfonamide group for the thirdC-H activation. In this transformation, the Rh catalyst exhibits its highreactivity by catalyzing a triple C-H activation process with a low catalyst loading at 50 degrees C. This method can be applied in theconstruction of various pharmaceutical derivatives.

Automated summary

In this study, a Rh-catalyzed consecutive C-H bond olefination/annulation/olefination cascade directed by sulfonamide and ester groups has been developed. Under mild conditions and with the assistance of 1-adamantane carboxylic acid, a seven-membered metallacycle including an ester group was preferred over a five-membered one including a sulfonamide group for the third C-H activation. The Rh catalyst exhibits high reactivity in this transformation, catalyzing a triple C-H activation process with a low catalyst loading at 50 degrees C. This method has applicability in constructing various pharmaceutical derivatives.