55928-58-0Relevant academic research and scientific papers
An improved synthesis of β-iodo ethers and iodohydrins from alkenes
Sanseverino, Antonio M.,De Mattos, Marcio C. S.
, p. 1584 - 1586 (1998)
The preparation of diverse β-iodo ethers and iodohydrins is efficiently achieved in mild conditions by reaction of alkenes with two equivalents of I2 and alcohols (EtOH, i-PrOH, t-BuOH) or water, respectively.
Benzyl(triphenyl)phosphonium Dichloroiodate: A New Reagent for Coiodination of Alkenes
Alikarami, Mohammad,Farhadi, Mansoureh
, p. 1302 - 1306 (2015/09/22)
A mild, efficient, and regio- and stereoselective method for iodoalkoxylation and iodohydroxylation of olefins has been developed using benzyl(triphenyl)phosphonium dichloroiodate as iodine source. This procedure led to the corresponding iodoalkoxylated and iodohydroxylated products in moderate to excellent yields.
Envirocat (K10-MX)-catalyzed regioselective transformation of alkenes into iodohydrins and β-iodo ethers and further conversion of iodohydrins to epoxides using Al2O3-Na2Co3 under MWI
Shallu,Sharma,Singh, Jasvinder
experimental part, p. 1306 - 1324 (2012/04/04)
Commercial K10 clay was converted to extremely efficient and environmentally friendly catalyst K10-MX for the preparation of iodohydrins and β-iodo ethers from alkenes (terminal as well as internal) using microwave irradiation. This method was further extended for the conversion of alkenes to epoxides via iodohydrin intermediate in a one-pot reaction system. Copyright Taylor & Francis Group, LLC.
Dichloroiodoisocyanuric acid: A new reagent for regioselective coiodination of alkenes and iodination of activated arenes
Da Silva Ribeiro, Rodrigo,Esteves, Pierre M.,De Mattos, Marcio C.S.
experimental part, p. 228 - 235 (2012/05/05)
Dichloroiodoisocyanuric acid was prepared in 93% by heating trichloroisocyanuric acid with 1.05 mol equiv. of iodine. This new reagent is very efficient for regioselective electrophilic iodination of activated arenes. Alkenes react with dichloroiodoisocyanuric acid in the presence of oxygenated nucleophiles (water, alcohols, and acetic acid), leading to the corresponding iodohydrins, β-iodoethers and β-iodoacetates with reaction times of less than one minute and with a high degree of regioselectivity. Enol ethers resulted in the regioselective formation of the corresponding iodine-dialkylacetals. Experimental results and DFT calculations showed that dichoroiodoisocyanuric acid is more reactive with unsaturated systems than triiodoisocyanuric acid.
Triiodoisocyanuric acid: a new and convenient reagent for regioselective coiodination of alkenes and enolethers with oxygenated nucleophiles
Ribeiro, Rodrigo da S.,Esteves, Pierre M.,de Mattos, Marcio C.S.
, p. 8747 - 8751 (2008/03/18)
The reaction of triiodoisocyanuric acid (prepared from I2 and trichloroisocyanuric acid in 90% yield) with alkenes in the presence of oxygenated nucleophilic solvents (alcohols, AcOH and H2O) led to the corresponding β-iodoethers, β-iodoacetates and iodohydrins, in 66-98% isolated yield. Enolethers reacted with triiodoisocyanuric acid in MeOH to produce dialkylacetals (70-83%).
