Microwave‐Assisted Oxidation of Alcohols with N,N,N′,N′‐Tetrabromobenzene‐1,3‐Disulfonamide and Poly(N‐Bromobenzene‐1,3‐Disulfonamide) under Solvent‐Free Conditions

Abstract

An efficient and mild methodology for the oxidation of primary and secondary alcohols to the corresponding carbonyl functions is described with N,N,N¢,N¢-tetrabromobenzene-1,3-disulfonamide and poly(N-bromobenzene-1,3-disulfonamide) using microwave irradiation under solvent-free conditions. Aliphatic, benzylic and allylic alcohols are rapidly oxidized without over-oxidation to carboxylic acids. Secondary carbinols are slowly oxidized so that the reaction is highly chemoselective.

Reactions of salicylaldehyde and enolates or their equivalents: versatile synthetic routes to chromane derivatives

“…It is instructive to note that TBBDA is a versatile reagent in organic synthesis and has been reported to be efficient in oxidation of primary and secondary alcohols [27], in bromination of aromatic compounds [28], as catalytic reagents for silylation of alcohols, phenols, and thiols using hexamethyldisilazane [29], in conversion of urazoles to triazolinediones [30], and in oxidation of 1,3,5-trisubstituted pyrazolines [31]. …”

Quinaldinium Chlorochromate(VI), (QnCC) Catalyzed Oxidation of Alcohols with Periodic Acid Under Solvent-Free Conditions and Microwave Irradition

“…However, these oxidation reactions are generally carried out in a solvent and long reaction times are required. Additionally, microwave-assisted oxidation reactions coupled with solvent-free conditions have gained special attention as environmentally friendly processes in recent years (23)(24)(25).…”

An efficient selective oxidation of alcohols with iron zirconium phosphate under solvent-free conditions

“…As a typical product of alcohol oxidation and a starting material, benzaldehyde (BzH) is an important chemical for the preparation of intermediates in the industry of dyestuff, agrochemicals, perfumery, and pharmaceuticals [27][28][29]. Thus, from economic and environmental viewpoints, there have been many recent publications emphasizing environmentally benign methods for the oxidation of alcohols, using molecular O 2 or aqueous H 2 O 2 as the oxidant, in the presence and/or absence of the solvent such as CuSO 4 [25], CuBr 2 [26], AMPA [28], MPA/V 2 O 5 /Al 2 O 3 [29], TEMPO-IL/CuCl [30], Ni 3 [Fe(CN) 6 ] 2 [31], Pd/Fe@C [32], silicagel-TEMPO-NO x [33], CoTM4PyP-MT [34], PdO/ SBA-15 [35] (TEAH)H 2 PW 12 O 40 [36], Zn-Co-LDH [37], RuCl 3 Á3H 2 O [38], VPO/HMS [39], AuRu/AC [40], oxidovanadium(V) complexes [41], Ag/SBA-15 [42], DHPDMDO [43], [45], NaBrO 3 /[bmim]Br [46], DCMBF [47], WO 4 @PMO-IL [48], Cu-NHC-TEMPO complexes [49], Cu/AlO(OH) [50], SSA-SiO 2 /KMnO 4 [51], copper/ imidazolium/TEMPO [52], Ca(ClO) 2 /Al 2 O 3 [53], PVPTB [54], Au/UiO-66 [55], PSFC [56], Au/Al 2 O 3 [57], PMo11 M (M = Co, Mn, Ni) [58], Mn(salen)OAc [59], BPFC [60], KMnO 4 -aluminum silicate [61], KBr/oxone [62], PVP-H 2 O 2 [63], TMP/KMnO 4 …”