N,N,N′,N′-Tetrabromobenzene-1,3-disulfonamide (TBBDS) is a reagent used for oxidation, bromination, and silylation under mild, environmentally friendly conditions1. It efficiently oxidizes thiols to disulfides and alcohols to aldehydes or ketones without overoxidation. TBBDS also enables selective bromination of aromatic rings and enhances silylation reactions with HMDS. Additionally, it facilitates the aromatization of heterocycles and the conversion of N-arylglycines to sydnones via nitrosation and cyclization. TBBDS is stable under ambient conditions for up to 3–4 months and can be recovered and reused without loss of activity, making it cost-effective and sustainable for diverse organic transformations.

Synonyms: TBBDS; 1-N,1-N,3-N,3-N-tetrabromobenzene-1,3-disulfonamide; N,N,N′,N′-Tetrabromobenzene-1,3-disulfonamide