2011
DOI: 10.1016/j.tet.2011.08.058
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Oxidation reactions using polymer-supported 2-benzenesulfonyl-3-(4-nitrophenyl)oxaziridine

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Cited by 16 publications
(9 citation statements)
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“…26 26 4-Vinylbenzenesulfonamide. Following a literature procedure, 27 a round-bottomed flask was charged with a magnetic stirrer bar and dimethylformamide (8.3 mL). Thionyl chloride (4.14 mL, 41.0 mmol) was then added dropwise over the course of 30 min.…”
Section: Scheme 3 Mechanistic Control Experiments Amentioning
confidence: 99%
See 1 more Smart Citation
“…26 26 4-Vinylbenzenesulfonamide. Following a literature procedure, 27 a round-bottomed flask was charged with a magnetic stirrer bar and dimethylformamide (8.3 mL). Thionyl chloride (4.14 mL, 41.0 mmol) was then added dropwise over the course of 30 min.…”
Section: Scheme 3 Mechanistic Control Experiments Amentioning
confidence: 99%
“…The title compound was prepared according to general procedure A, using naphthalene-1sulfonamide (207 mg, 1.00 mmol) and benzyl alcohol (109 μL, 1.00 mmol), and was purified by flash column chromatography ( 31 N-Benzylnaphthalene-2-sulfonamide (26). The title compound was prepared according to general procedure A, using naphthalene-2-sulfonamide (207 mg, 1.00 mmol) and benzyl alcohol (109 μL, 1.00 mmol) and was purified by flash column chromatography ( N-Benzyl-4-methoxybenzenesulfonamide (27). The title compound was prepared according to general procedure A, using pmethoxybenzenesulfonamide (187 mg, 1.00 mmol) and benzyl alcohol (109 μL, 1.00 mmol) and was purified by flash column chromatography ( ) δ C 475, 123.4 (q, J 273), 126.4 (q, J 3.7), 127.7, 128.0, 128.2, 128.9, 134.5 (q, J 33.1), 1235.8, 143.8; HRMS (ESI-TOF) m/z [M + H] + calcd for C 14 H 13 NO 2 SF 3 316.0619, found 316.0623.…”
Section: Scheme 3 Mechanistic Control Experiments Amentioning
confidence: 99%
“…Pyridine N -oxide (PyO) and its derivatives are the group of heterocyclic compounds easily obtained from pyridine and its derivatives by oxidation. PyO and its derivatives are more nucleophilic and electrophilic than pyridine and its derivatives, which make them very useful for the synthesis of diversely substituted heterocyclic products, including pyridine and its derivatives because the functionalization of PyO is predominantly accompanied by N -deoxygenation. Heterocyclic N -oxides are useful as protecting groups, chiral ligands, oxidants ligands in metal complexes, and organocatalysts. Besides, PyO and its derivatives are also components of many biologically active substances used in drugs, pesticides, and cosmetics. …”
Section: Introductionmentioning
confidence: 99%
“…One of the first reports of this reaction was by Guy Rio and Bernard Serkiz in 1975, where they used molecular oxygen as an oxygen radical source. 91 Since then, this reaction has been performed using a variety of oxidants, such as DMDO, 92 Davis reagent, 93,94 m-chloroperbenzoic acid (mCPBA), 95 and other peroxides. 96 This reaction has been used to produce a wide range of imidazolones for natural product total synthesis, including calcaridine A, hymenialdisine, oxysceptrin and monobromodispacamide.…”
Section: Heterocyclic Conversion/rearrangementsmentioning
confidence: 99%