2013
DOI: 10.1007/s13738-013-0328-z
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Ultrasound-accelerated selective oxidation of primary aromatic amines to azoxy derivatives with trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane catalyzed by Preyssler acid-mediated nano-TiO2

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Cited by 15 publications
(4 citation statements)
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“…In continuation of our previous reports on the synthesis [31][32][33][34], and applications of dihydroperoxides as versatile and potent oxidants for various transformations [35][36][37][38][39][40][41], we were encouraged to investigate the hitherto unexplored oxidative potential of trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane (DHPDMDO) in thiocyanation of aromatic and heteroaromatic compounds. Herein, we wish to report, for the first time, the convenient application of trans-3,5dihydroperoxy-3,5-dimethyl-1,2-dioxolane as an efficient oxidant for in situ generation of thiocyanate ion (SCN + ) from sodium thiocyanate which undergoes regioselective electrophilic substitution with anilines 1a-p and indoles 1q-v to produce the respective thiocyanate derivatives 2 in high to excellent yields (Table 2, Scheme 2).…”
Section: Resultsmentioning
confidence: 99%
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“…In continuation of our previous reports on the synthesis [31][32][33][34], and applications of dihydroperoxides as versatile and potent oxidants for various transformations [35][36][37][38][39][40][41], we were encouraged to investigate the hitherto unexplored oxidative potential of trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane (DHPDMDO) in thiocyanation of aromatic and heteroaromatic compounds. Herein, we wish to report, for the first time, the convenient application of trans-3,5dihydroperoxy-3,5-dimethyl-1,2-dioxolane as an efficient oxidant for in situ generation of thiocyanate ion (SCN + ) from sodium thiocyanate which undergoes regioselective electrophilic substitution with anilines 1a-p and indoles 1q-v to produce the respective thiocyanate derivatives 2 in high to excellent yields (Table 2, Scheme 2).…”
Section: Resultsmentioning
confidence: 99%
“…Recently, gem-dihydroperoxides have received considerable interest as high potent oxidants for various organic transformations [23][24][25][26][27][28][29][30]. Following our ongoing research on the synthesis of gem-dihydroperoxides [31][32][33][34], and their applications in a variety of organic conversions including oxidation of alcohols to ketones [35], selective sulfoxidation of sufides [36], selective halogenation of aromatic compounds [37], epoxidation of α,β-unsaturated ketones [38], oxidative conversion of aldehydes, amines, alcohols and halides to nitriles [39], ultrasound-accelerated selective oxidation of primary aromatic amines to azoxy derivatives [40], and synthesis of benzimidazoles and benzothiazoles [41], herein, we were encouraged to study the oxidative potential of trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane (DHPDMDO) for thiocyanation of anilines and their related heterocyclic compounds such as indoles.…”
Section: Introductionmentioning
confidence: 99%
“…The reaction of three or more reactants in one step without the isolation of any intermediate and MCRs is an extremely useful method for the synthesis of complex organic compounds by easily available reactants. 1–9 Synthetic researchers have repeatedly applied MCRs as a simple tool to construct a variety of molecules from bi-functional precursors that react sequentially in an intramolecular method. 10…”
Section: Introductionmentioning
confidence: 99%
“…POMs have been employed as functional materials in many fields . Among the wide classes of POMs, the Preyssler‐type phosphotungstates, [P 5 W 30 O 110 M x + (side)(H 2 O)] (15– x )– (M = encapsulated cation), have attracted remarkable attention because of their antibacterial activity and applications in acid catalysis, proton‐conductive materials, single‐molecule magnetic materials, and single‐molecule electret materials …”
Section: Introductionmentioning
confidence: 99%