106362-66-7Relevant articles and documents
Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols
Satkar, Yuvraj,Yera-Ledesma, Luisa F.,Mali, Narendra,Patil, Dipak,Segura-Quezada, Luis A.,Ramírez-Morales, Perla I.,Solorio-Alvarado, César R.,Navarro-Santos, Pedro
, p. 4149 - 4164 (2019/04/30)
An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K3PO4. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chemistry calculations revealed PhII(OH)·NH3 to be the most plausible iodinating active species as a reactive "I+" synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit.
Gas-Chromatographic identifi cation of products formed in iodination of methyl phenols by retention indices
Gruzdev,Kuzivanov,Zenkevich,Kondratenok
, p. 1355 - 1365 (2013/01/15)
Iodination reaction followed by conversion of iodine-substituted methylphenols to the corresponding trifl uoroacetates was suggested for improving the sensitivity of the gas-chromatographic determination of phenol and its methyl-substituted derivatives (al isomers of mono- and diethylphenols, 2,3,5-, 2,3,6-, and 3,4,5-trimethylphenols) in aqueous media. Acylation products of iodo methylphenols (104 compounds) were identifi ed by linear-logarithmic retention indices on a standard nonpolar polydimethylsiloxane stationary phase, and the pattern of their variation with the number and nature of substituents were characterized. A procedure for identifi cation of methyl-substituted phenols in water in their gas-chromatographic determination with an electron-capture detector was developed. Pleiades Publishing, Ltd., 2012.
Structure Investigation of Xylenols and Their Redox Products by Thermal and Spectral Methods of Analyses
Zayed, M. A.
, p. 13 - 26 (2007/10/02)
The structures of 2,6- and 3,4-xylenols together with their iodine redox products I-III were studied and critically investigated.Characterization of these materials involves elemental, thermogravimetric, differential thermogravimetric and differential the
Iodination of Phenols by Use of Benzyltrimethylammonium Dichloroiodate(1-)
Kajigaeshi, Shoji,Kakinami, Takaaki,Yamasaki, Hiromichi,Fujisaki, Shizuo,Kondo, Manabu,Okamoto, Tsuyoshi
, p. 2109 - 2112 (2007/10/02)
The reaction of phenols with benzyltrimethylammonium dichloroiodate(1-) in dichloromethane-methanol in the presence of CaCO3 or NaHCO3 for several hours at room temperature gave iodophenols in good yields.
A general synthesis of dihydrobenzofurans by intramolecular conjugate addition
Weeratunga, Gamini,Jaworska-Sobiesiak, Alina,Horne, Stephen,Rodrigo, Russel
, p. 2019 - 2023 (2007/10/02)
ortho Iodophenoxy crotonates 3e-7e cyclize to dihydrobenzofurans 1 and 9-12 when subjected to lithium-iodine exchange at -100 deg C.Naphtofuran 13 can be similarly obtained from α-iodonaphtoxy crotonate 8e.Methylation of this reaction mixture in