51787-19-0Relevant academic research and scientific papers
Nitrosoarene-catalyzed regioselective aromatic C-H sulfinylation with thiols under aerobic conditions
Chatterjee, Indranil,Patel, Sandeep,Pradhan, Suman
supporting information, p. 5054 - 5057 (2020/05/18)
Aromatic amines and (hetero)arenes, such as indoles and pyrroles, are regioselectively sulfinylated under mild aerobic conditions using nitrosoarenes as a redox-catalyst. The nitrosoarene is involved in the electron transfer process with arenes to generate a crucial arene radical cation intermediate for C-H sulfinylation. The present methodology requires no directing group, can be scaled up easily and is applicable for the late-stage functionalization of drug molecules and natural products with high regioselectivity.
Visible-Light-Accelerated C?H Sulfinylation of Heteroarenes
Meyer, Andreas Uwe,Wimmer, Alexander,K?nig, Burkhard
, p. 409 - 412 (2016/12/30)
Heteroaromatic sulfoxides are a frequent structural motif in natural products, drugs, catalysts, and materials. We report a metal-free visible-light-accelerated synthesis of heteroaromatic sulfoxides from sulfinamides and peroxodisulfate. The reaction proceeds at room temperature with blue-light irradiation and allows the C?H sulfinylation of electron-rich heteroarenes, such as pyrroles and indoles. An electrophilic aromatic substitution mechanism is proposed based on the substrate scope, substitution selectivity, and competition experiments with different nucleophiles.
