2-Methyl-2-propanol as solvent for o-iodoxybenzoic acid (IBX) oxidation of 1˚ alcohols to aldehydes

2‐Iodoxybenzoesäure – ein einfaches Oxidationsmittel mit einer Vielfalt an Anwendungsmöglichkeiten

“…So ist es nicht allzu verwunderlich, dass nach intensiven Untersuchungen auf diesem Gebiet neben DMSO zahlreiche andere Reaktionsmedien für die IBXvermittelte Oxidation von Alkoholen bei Raumtemperatur vorgeschlagen wurden. Beispielsweise sind die Oxidationen auch in Trifluoressigsäure, [95a] Dimethylformamid, [117] tert-Butanol, [118] verschiedenen ionischen Flüssigkeiten [119] oder wässrigen Gemischen durchführbar. [120] Aus präparativer Sicht besonders wichtig ist, dass bei höheren Temperaturen auch Oxidationen mit Suspensionen von IBX in weniger polaren organischen Lö-sungsmitteln wie Acetonitril, Aceton, Ethylacetat, Benzol, Dichlorethan oder Chloroform in guten bis exzellenten Ausbeuten gelingen (Schema 12).…”

Selective Oxidation of 1-Tetralones to 1,2-Naphthoquinones with IBX and to 1,4-Naphthoquinones with Oxone® and 2-Iodobenzoic Acid

“…0, 183.3, 161.2, 140.2, 136.8, 130.8, 128.6, 127.4, 114.7, 112.5, 57 2, 183.8, 138.8, 138.3, 136.9, 132.8, 130.4, 129.5, 129.4, 128. 5, 183.8, 143.0, 138.8, 138.2, 135.5, 132.4, 130.9, 127.8, 102. 2, 185.9, 140.5, 136.5, 135.7, 135.1, 132.1, 130.2, 129.9, 128.7, 127.9, 127 2, 182.7, 139.2, 138.9, 135.2, 133.0, 128.4, 128.0, 121.8. 8,183.7,169.2,144.4,138.9,138.4,132.5,127.5,126.3,122.9,114.9,24.2. HRMS (EI): m/z [M] + calcd for C 12 H 9 NO 3 : 215.0582; found: 215.0581.…”

“…The reaction using nitromethane, 1, 2-dichloroethane, N,N-dimethylformamide, or tert-butyl alcohol as the solvent only gave trace amounts of product. 8 This may be ascribed to the low solubility of IBX in these solvents. When dimethyl sulfoxide (DMSO) 9 was used with 1.0 equivalent of IBX, 1,2-naphthoquinone was isolated in 9% yield.…”

Synthesis and pharmacological evaluation of a novel series of 3-aryl-2-(2-substituted-4-methylthiazole-5-yl)thiazolidin-4-one as possible anti-inflammatory and antimicrobial agents

“…These esters 1a-c were synthesized by reaction of aryl/benzyl thioamide with ethyl 2-chloro-3-oxobutanoate in dry ethanol in good yield. 49 Thiazolidinone derivatives 6a-r were obtained by one pot reaction of aldehydes 3a-c with different substituted aromatic amines 4a-f in toluene, with azeotropic separation of water, followed by cyclo-condensation with thioglycolic acid.…”

“…These esters 1a-c were synthesized by reaction of aryl/benzyl thioamide with ethyl 2-chloro-3-oxobutanoate in dry ethanol in good yield. 49 Thiazolidinone derivatives 6a-r were obtained by one pot reaction of aldehydes 3a-c with different substituted aromatic amines 4a-f in toluene, with azeotropic separation of water, followed by cyclo-condensation with thioglycolic acid.The anti-inflammatory screening of the selected synthesized compounds was carried out using carrageenan-induced paw edema method of inflammation in rats. 50 The results of anti-inflammatory analysis is reported in Table 1.…”