Oxazoline-Promoted Rh-Catalyzed C-H Amidation of Benzene Derivatives with Sulfonamides and Trifluoroacetamide. A Comparative Study.
A Rh-catalyzed ortho-amidation of 2-aryloxazolines offers an efficient and direct route to a range of sulfonamides. The scope of the reaction is very broad with respect to sulfonamide substrate, but the position and electronic nature of the substituents on the aryl moiety of the oxazoline lead to a surprising modulation of reactivity. The reactivity of sulfonamides in comparison to trifluoroacetamide is compared, the latter undergoing Rh-catalyzed amidation more rapidly.
Department of Chemistry, University of Sheffield , Brook Hill S3 7HF, U.K.
Tracy M M
TM
Maiden
GlaxoSmithKline, Stevenage, Hertfordshire SG1 2NY, U.K.
Stephen
S
Swanson
GlaxoSmithKline, Stevenage, Hertfordshire SG1 2NY, U.K.
Panayiotis A
PA
Procopiou
Department of Chemistry, University of Sheffield , Brook Hill S3 7HF, U.K.
Joseph P A
JP
Harrity