Mild, Efficient, and Regioselective Monobromination of Arylamines and Phenols Using [BBIm]Br₃ as a New Reagent

Recent Advances in Bromination of Aromatic and Heteroaromatic Compounds

“…91,93 Compound 76 was a room-temperature ionic liquid (RTIL). 92 All these salts are stable during storage and are much less haz-ardous than Br 2 . The imidazolium bromides obtained after the reaction could be easily extracted with water, dried, and reused to prepare the tribromides.…”

“…A series of imidazolium-based tribromides were proposed for monobromination of phenols and aromatic amines ( Figure 2). [90][91][92] Compounds 74 and 75 contained two imidazolium groups and were solids at room temperature. 91,93 Compound 76 was a room-temperature ionic liquid (RTIL).…”

Recyclable ionic liquid iodinating reagent for solvent free, regioselective iodination of activated aromatic and heteroaromatic amines

“…35 Coupled with our previous experience, we considered the application of iodine monochloride ionic liquid (BMPDCI) for iodination of amines in an attempt to afford an improved new recyclable iodination protocol (Scheme 2). 35 Coupled with our previous experience, we considered the application of iodine monochloride ionic liquid (BMPDCI) for iodination of amines in an attempt to afford an improved new recyclable iodination protocol (Scheme 2).…”

Regioselective Monobromination of Phenols with KBr and ZnAl–BrO3−–Layered Double Hydroxides

“…Numerous strategies for selective mono-bromination of phenols have been reported in literature. Some methods use special brominating reagents or additives (Figure 1b), such as o-xylylene bis (triethyl ammonium tribromide) [35], bromotrimethylsilane and di-4-chlorophenyl-sulfoxide [37], (diacetoxyiodo)benzene and AlBr 3 [38], p-toluenesulfonic acid [39][40][41], methanol [39,42], polyvinylpolypyrrolidone-Br 2 [43], 1,3-di-n-butylimidazolium tribromide [44], ethylenebis(Nmethylimidazolium) ditribromide [45], N-benzyl-triethylenediamine tribromide [46], 1-butyl-3methylpyridiniumtribromide [47], ZrBr 4 /diazene [48], β-cyclodextrin [49] and tetrabromobenzene-1,3-disulfonylamide [50]. There are also some methods requiring a catalyst, including thioamide [36], Cu−Mn spinel oxide [51], bromoperoxidase [52], Rhenium-promoted mesoporous zirconia [53], amberlyst-15 [54], mesoporous silica supported sulfated zirconia [55], copper icons [56,57], UV-vis light irradiation [58] and ammonium acetate [59].…”