601493-79-2Relevant academic research and scientific papers
Vinyldimethylphenylsilanes as safety catch silanols in fluoride-free palladium-catalyzed cross-coupling reactions
Anderson, James C.,Munday, Rachel H.
, p. 8971 - 8974 (2007/10/03)
A series of five structurally diverse vinyldimethylphenylsilanes have been shown to undergo a fluoride-free one-pot palladium-catalyzed cross-coupling reaction with phenyl iodide to give ipso coupled products in 62-86% yield. The limitations of this present protocol lie in the activation of Si-Ph vs protodesilylation by KOTMS/18-C-6, which seems sensitive to the sterics of cis substituents, but not geminal substituents.
Borane-induced radical reduction of 1-alkenyl- and 1-alkynyl-λ3-iodanes with tetrahydrofuran
Ochiai, Masahito,Tsuchimoto, Yoshimi,Hayashi, Takanori
, p. 5381 - 5384 (2007/10/03)
Exposure of 1-alkenyl(phenyl)- and 1-alkynyl(phenyl)-λ3-iodanes to THF at room temperature in the presence of a catalytic amount of trialkylborane results in smooth reduction to give 1-iodo-1-alkenes and 1-iodo-1-alkynes as major products, respectively. The key step in the reductions probably involves a single-electron transfer from α-tetrahydrofuryl radical to the λ3-iodanes, which generates the labile [9-I-2] iodanyl radicals.
3-Substituted iodo alkenyl compounds and methods for preparing same
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, (2008/06/13)
Compounds of the formula: SPC1 Where R is hydrogen, methyl or ethyl; R' is hydrogen, a saturated hydrocarbon chain containing from 1 to about 9 carbon atoms, pentene, hexene, cyclohexyl, or benzyl X is hydrogen, pyranoxy, OR" where R" is a hydrocarbon chain containing from 1 to about 5 carbon atoms or benzyl, EQU1 where R"' is a hydrocarbon chain containing from 1 to about 8 carbon atoms or benzyl, or EQU2 where R1 and R2 are each a hydrocarbon chain containing from 1 to about 5 carbon atoms, and n is an integer from 0 to 5 These compounds are key intermediates in the production of prostaglandins and exhibit antibacterial properties.
