1965
DOI: 10.1021/jo01013a044
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Ozonation of 2,5-Diphenylfuran1

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Cited by 8 publications
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“…Accordingly, the development of efficient, practical, and high selective oxidation methods of furan derivatives has attracted considerable attention. Numerous stoichiometric metal oxidants and organic oxidants have been explored to achieve these transformations, which include metal oxidants [Ce­(NO 3 ) 6 (NH 4 ) 2 , MnO 2 , and Pb­(OAc) 4 ] peroxides [ m -CPBA, dimethyl dioxirane, CH 3 CO 3 H, MMPP, Fe 2+ /H 2 O 2 , UHP/MTO, Mo­(CO) 6 /TBHP, t BuOOH/Ti­(IV), and oxone] and other oxidants (SeO 2 , HNO 3 /AcOH, NaH 2 PO 4 /NaClO 2 , DDQ, Br 2 , and Selectfluor). Molecular oxygen represents the most inexpensive, readily available, and environmentally benign oxidant; therefore, aerobic oxidation methods offer a compelling alternative .…”
Section: Introductionmentioning
confidence: 99%
“…Accordingly, the development of efficient, practical, and high selective oxidation methods of furan derivatives has attracted considerable attention. Numerous stoichiometric metal oxidants and organic oxidants have been explored to achieve these transformations, which include metal oxidants [Ce­(NO 3 ) 6 (NH 4 ) 2 , MnO 2 , and Pb­(OAc) 4 ] peroxides [ m -CPBA, dimethyl dioxirane, CH 3 CO 3 H, MMPP, Fe 2+ /H 2 O 2 , UHP/MTO, Mo­(CO) 6 /TBHP, t BuOOH/Ti­(IV), and oxone] and other oxidants (SeO 2 , HNO 3 /AcOH, NaH 2 PO 4 /NaClO 2 , DDQ, Br 2 , and Selectfluor). Molecular oxygen represents the most inexpensive, readily available, and environmentally benign oxidant; therefore, aerobic oxidation methods offer a compelling alternative .…”
Section: Introductionmentioning
confidence: 99%
“…This assignment was made on the grounds of mass spectrometry of the mixture which, in addition to a peak at m / z = 321 representing [M − H] +• for 8 , revealed a further peak at m / z = 349 corresponding to [ 8 + CO − H] + , or [ 9 − H] + . 13 C-NMR spectroscopy of the mixture, with three carbonyl carbons at 169.3, 163.0, and 194.2 representing the two carboxyl carbons of 8 and 9 and the carbonyl of the latter, respectively, also supported this assignment . This recalcitrant mixture was subjected to the decarboxylation procedure, resulting in the isolation of 12 in 48% yield (Table , entry 2).…”
Section: Resultsmentioning
confidence: 71%