Ring Halogenations of Polyalkylbenzenes withN-Halosuccinimide and Acidic Catalysts

Regioselective and High-Yielding Bromination of Phenols and Anilins Using N-Bromosaccharin and Amberlyst-15

“…Aniline was immediately brominated at the para and ortho-positions with 1:1 ratio (Table 3, entry 15). Substituted anilines converted immediately to the corresponding mono-brominated products with excellent yields (Table 3, entries [16][17][18][19][20][21][22][23].…”

“…Brominated arenes are extensively used as precursors in the preparation of various bioactive molecules, pharmaceuticals and play vital roles in the metal catalyzed coupling reactions. [1][2][3][4][5][6] A variety of brominating agents are available, 7 and recent reports describe the use of NBS-sulfonic acid functionalized silica, 8 NBS-Al 2 O 3 , 9 NBS-NH 4 OAc, 10 NBS-Pd(OAc) 2 , 11 NBS-DMF (or THF), 12 KBr-benzyltriphenyl phosphonium peroxy monosulfate and peroxodisulfate, 13,14 ZrBr 4 -diazene, 15 NBS-PTSA, 16 bromodichloroisocyanuric acid, 17 and N-methylpyrrolidin-2-one hydrotribromide-H 2 O 2 .…”

Rate Enhancements Due to Ultrasound in Isoquinolinium Dichromate and Isoquinolinium Chlorochromate Catalyzed Chlorination of Aromatic Compounds in Presence of KHSO4/KCl

“…Reagents such as molecular chlorine [4], sulfuryl chloride [5], alkyl and acyl hypochlorites [6], inorganic chlorides [7], m-CPBA/18-crown-6/KCl [8], NaBO3/Na2WO4/ KCl [9], H2O2/NH4VO3/KCl [10], N-chlorosuccinimide [11], benzyltrimethyl ammonium tetrachloroiodate (BTMAICl4) [12], dichlorinemonoxide [13], PhICl2 in trifluoroacetic acid [14], N-chloroamines [15], N-chloroamides and N-chlorosulfonamides [16]. Many of the reported methods have some limitations such as use of strong and non-selective chlorinating agents, toxic and expensive reagents, low yields and long reaction times.…”

Highly Efficient Halogenation of Organic Compounds with Halides Catalyzed by Cerium(III) Chloride Heptahydrate Using Hydrogen Peroxide as the Terminal Oxidant in Water

“…[27,28] Due to the potential utility of aryl bromides in the synthesis of aryl esters, arylolefins and other useful compounds, bromination of aromatic compounds has been the subject of numerous studies. [29][30][31][32] Because of the low electrophilicity of molecular iodine, compared to those of molecular bromine and chlorine, the direct iodination of aromatic compounds with iodine is difficult. Recently, methodologies intensively developed for the preparation of iodoarenes are based on a wide range of iodinating agents [33] such as I 2 -Ag 2 SO 4 , [34] I 2 -HgO, [35] NIS in ionic liquids, [36] ICl/ InA C H T U N G T R E N N U N G (OTf) 3 [40] NIS/ZrCl 4 in CH 2 Cl 2 , [41] I 2 /BiA C H T U N G T R E N N U N G (NO 3 ) 3 /BiCl 3 /air in CH 3 CN or CH 2 Cl 2 , [42] I 2 /silfen in CH 2 Cl 2, [43] and I 2 /ortho-periodic acid in EtOH (95%) under microwave irradiation or by conventional heating.…”