1989
DOI: 10.3891/acta.chem.scand.43-0902
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Nitrosonium Ion Promoted Iodination and 1,2-Iodofunctionalization of Cyclohexene.

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Cited by 21 publications
(10 citation statements)
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“…On the other hand, following Radners pioneering work on the use of lower nitrogen oxide species as catalysts for the aerobic oxidative iodina-tion of organic compounds, iodine anion could be used as the source of iodine atoms. [16] We have recently demonstrated that the system I 2 /air/NaNO 2(cat.) / silica-supported H 2 SO 4(cat.)…”
Section: Introductionmentioning
confidence: 99%
“…On the other hand, following Radners pioneering work on the use of lower nitrogen oxide species as catalysts for the aerobic oxidative iodina-tion of organic compounds, iodine anion could be used as the source of iodine atoms. [16] We have recently demonstrated that the system I 2 /air/NaNO 2(cat.) / silica-supported H 2 SO 4(cat.)…”
Section: Introductionmentioning
confidence: 99%
“…The iodination methods of aromatic compounds described in literature have same disadvantages: long time and high temperature of the reaction [6], the application of concentrated acid [7,8], secondary reaction of formation of mixture o-and p-isomers [9,10], low yield of reaction [11]. The proposed iodination method of 2,6-dimethylaniline (phase I of synthesis of METHYLIODIDA) compared to other is rather simple, faster and gives high yield (81%).…”
Section: Resultsmentioning
confidence: 99%
“…We have suggested a probable mechanistic pathway for oxidation of alcohol (Scheme 4) to carbonyl compounds 24 and the preparation of β-iodo-β′-hydroxy ethers, β-iodo ethers, β-iodohydrin, and β-iodoacetoxy compounds using different reaction media (nucleophiles). 25 Again as suggested by Radner 26 we can suggest that in absence of alcohol the in situ generated iodine and NO may react to produce NOI, which may undergo simple Michael addition to the α,β-unsaturated carbonyl compound giving the vicinal iodonitroso compound [A]. This in presence of excess NaIO4 or air undergoes oxidation to produce nitro compound [B].…”
Section: Scheme 2 Diiodination Of Nitrostyrenementioning
confidence: 99%