Iodine Monoacetate

Giri, Ramesh; Yu, Jin‐Quan

doi:10.1002/047084289x.rn00915

Cited by 11 publications

(12 citation statements)

References 86 publications

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“…It follows the general synthetic outline from Scheme 1and is based on an effective comproportionation reactiont hat originates from the reactionb etween an ammonium iodide 1 and ah ypervalent iodine(III) reagent 2. [16] Compounds 3 are isolated as white to yellow solids that display reasonable stability against air and moisture.…”

Section: Resultsmentioning

confidence: 99%

Dioxoiodane Compounds as Versatile Sources for Iodine(I) Chemistry

Muñiz

García

Martı́nez

et al. 2016

Chemistry A European J

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The general synthesis, isolation and characterization of electrophilic iodine reagents of the general formula R N[I(O CAr) ] is reported. These compounds are air- and moisture-stable iodine(I) reagents, which were characterized including X-ray analysis. They represent conceptually new iodine(I) reagents with anions as stabilizers. These compounds display the expected performance as electrophilic reagents upon interaction with electron-rich substrates. The performance of these compounds in a total of 47 different reactions of vicinal iodooxygenation of alkenes is studied and some key features on the reagents are revealed.

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Section: Resultsmentioning

confidence: 99%

Dioxoiodane Compounds as Versatile Sources for Iodine(I) Chemistry

Muñiz

García

Martı́nez

et al. 2016

Chemistry A European J

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“…Thei nitial reaction between molecular iodine and the hypervalent iodine(III) reagent PhI(mCBA) 2 should lead to formation of I(mCBA) ( Figure 1A), [8] which is the active catalyst. With every turnover,t he reaction from Table 1 generates two equivalents of carboxylic acid.…”

Section: Angewandte Chemiementioning

confidence: 99%

An Iodine‐Catalyzed Hofmann–Löffler Reaction

2015

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Iodine reagents have been identified as economically and ecologically benign alternatives to transition metals, although their application as molecular catalysts in challenging C-H oxidation reactions has remained elusive. An attractive iodine oxidation catalysis is now shown to promote the convenient conversion of carbon-hydrogen bonds into carbon-nitrogen bonds with unprecedented complete selectivity. The reaction proceeds by two interlocked catalytic cycles comprising a radical chain reaction, which is initiated by visible light as energy source. This unorthodox synthetic strategy for the direct oxidative amination of alkyl groups has no biosynthetic precedence and provides an efficient and straightforward access to a general class of saturated nitrogenated heterocycles.

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“…In the light of the aforementioned observations and based on previous reports, a plausible reaction mechanism can be suggested (Scheme 2). First, light irradiation of PIDA and I 2 leads to the formation of I(OAc), [3b, [12][13][14] which reacts with 1 a to give Niodinated intermediate B. Subsequently, the NÀI bond of B is cleaved under the influence of visible light [a] All reactions were conducted with 0.1 mmol of 1 a using a fluorescent lamp as the visible light source.…”

Section: Abstract: Iodine-mediated;mentioning

confidence: 99%

“…First, light irradiation of PIDA and I 2 leads to the formation of I(OAc), [3b, [12][13][14] which reacts with 1 a to give Niodinated intermediate B. First, light irradiation of PIDA and I 2 leads to the formation of I(OAc), [3b, [12][13][14] which reacts with 1 a to give Niodinated intermediate B.…”

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confidence: 99%