Cu(II)-Catalyzed, Site Selective Sulfoximination to Indole and Indolines via Dual C-H/N-H Activation.

A copper-catalyzed protocol furnishing -arylated sulfoximines has been developed via dual N-H/C-H activation. Arylalkyl- and less reactive diarylsulfoximines were efficiently coupled with privileged scaffolds like indolines, indoles, and -Ar-7-azaindoles. Sulfoximines based on medicinally relevant scaffolds (phenothiazine, dibenzothiophene, thioxanthenone) were also well tolerated.

Ru-Catalyzed C-H alkenylation on the arene ring of pirfenidone using pyridone as a directing group.

A method to functionalize the arene ring of pirfenidone has been demonstrated using pyridone as a directing group. Unlike the functionalization of the pyridone nucleus, the method demonstrated here is the alkenylation of the -aryl ring of pirfenidone with internal alkynes using ruthenium catalyst. High functional group tolerance, simple reaction conditions and site-selective functionalization permit the synthesis of new analogues of drugs in a step-economical manner.

Cu(II)-Catalyzed C-N, C-O, C-Cl, C-S, and C-Se Bond Formation via C(sp)-H Activation Using 7-Azaindole as an Intrinsic Directing Group.

A general protocol has been developed for the construction of carbon-heteroatom (C-N, C-Cl, C-O, C-S, and C-Se) bonds using the bench stable, earth-abundant, and environmentally benign copper catalyst. Only oxygen is sufficient to regenerate the copper catalyst. Control experiments suggested that the proto-demetalation step is reversible.