77299-80-0Relevant academic research and scientific papers
RETRACTED ARTICLE: Regioselective 1,2-hydroxy and methoxy iodination of alkenes by molecular iodine and aqueous hydrogen peroxide
Raju, B. Rama,Kumar, E.K. Pramod,Saikia, Anil K.
, p. 1997 - 2001 (2006)
Treatment of an alkene with iodine and aqueous hydrogen peroxide (30%) in acetonitrile gives the corresponding hydroxyiodoalkane regioselectively in high yield. On the other hand the same reaction in methanol gives methoxyiodoalkanes in excellent yield.
Reaction of Alkenes with Hydrogen Peroxide and Sodium Iodide: A Nonenzymatic Biogenic-Like Approach to Iodohydrins
Barluenga, Jose,Marco-Arias, Maria,Gonzalez-Bobes, Francisco,Ballesteros, Alfredo,Gonzalez, Jose M.
, p. 1677 - 1682 (2007/10/03)
An efficient protocol to synthesize iodohydrins from alkenes is presented. Reactions were conducted in aqueous media using safe and readily available sodium iodide (the most abundant form of the element), and a highly convenient oxidant such as hydrogen peroxide. Addition of a protic acid triggers a faster and efficient process, a role formally related to that played by haloperoxidase enzymes in naturally occurring transformations. The successful application of these conditions to multigram scale preparations and over natural products derivatives is also discussed.
A FACILE ROUTE TO IODOHYDRINS AND EPOXIDES BY OXIDATION OF OLEFIN-IODINE COMPLEXES WITH PYRIDINIUM DICHROMATE
Antonioletti, Roberto,D'Auria, Maurizio,Mico, Antonella De,Piancatelli, Giovanni,Scettri, Arrigo
, p. 1765 - 1768 (2007/10/02)
Trisubstituted olefins, activated with I2, are changed into iodohydrins and epoxides by pyridinium dichromate.The conversion shows to proceed in regiospecific and stereospecific manner.Moreover some naturally occurring polyenes, submitted to similar treatment, afford selectively only terminal iodohydrins.These latter are converted into the corresponding epoxides through a new and convenient alumina supported reaction.
PYRIDINIUM DICHROMATE IN ORGANIC SYNTHESIS: A CONVENIENT OXIDATION OF OLEFIN-IODINE COMPLEXES TO α-IODO KETONES
D'Ascoli, R.,D'Auria, M.,Nucciarelli, L.,Piancatelli, G.,Scettri, A.
, p. 4521 - 4522 (2007/10/02)
Cyclic α-iodo ketones are obtained directly by oxidation of olefin-iodine complexes with pyridinium dichromate.
