83568-15-4Relevant academic research and scientific papers
Oxymetalation. 20. Conversion of Cyclopropanes into 1,2-Dioxolanes via tert-Butyl Peroxymercuriation, Bromodemercuriation, and Silver Salt Induced Cyclization
Bloodworth, A. J.,Chan, Kam Hung,Cooksey, Christopher J.
, p. 2110 - 2115 (2007/10/02)
The tert-butyl peroxymercuriations of cyclopropane and ethyl-, phenyl-, 1,1-dimethyl, 1-methyl-1-phenyl-, and 1,1-diphenylcyclopropane (1a-f) have been carried out by using mercury(II) acetate, a onefold excess of tert-butyl hydroperoxide, and 20 mol perc
Oxymetallation. Part 17. t-Butyl Peroxymercuriation and Subsequent Demercuriation of Phenylcyclopropane
Bloodworth, A. J.,Courtneidge, J. L.
, p. 1807 - 1810 (2007/10/02)
Phenylcyclopropane reacts with mercury(II) trifluoroacetate and two equivalents of t-butyl hydroperoxide in dichloromethane to give a mixture of PhCH(OOBut)CH2CH2HgO2CCF3 (47 percent) and PhCH(O2CCF3)CH2CH2HgO2CCF3 (36 percent).Reduction with alkaline sodium borohydride converts this mixture into one of PhCH(OOBut)Et and PhCH(OH)Et, from which the pure peroxide (19 percent overall) has been isolated by silica chromatography.Brominolysis of the corresponding mixture of organomercury bromides followed by silica chromatography has afforded PhCH(OOBut)CH2CH2Br (29 percent overall).
