ROMPgel-supported triphenylphosphine with potential application in parallel synthesis
Erik Arstad1, Anthony G M Barrett, Brian T Hopkins
1Department of Chemistry, Imperial College of Science, Technology and Medicine, London SW7 2AY, United Kingdom.
Abstract:
[reaction: see text] ROMPgel-supported triphenylphosphine was synthesized in three steps (67%) from norbornadiene, 4-bromoiodobenzene, and chlorodiphenylphosphine. The supported reagent has a high loading (2.5 mmol/g) and favorable swelling properties in organic solvents. It has been utilized for the conversion of alcohols to halides, the reduction of ozonides, and the isomerization of alpha,beta-acetylenic esters and in the Staudinger reaction. In general, filtration of the resin from the reaction mixtures and evaporation gave the corresponding products in high yield and purity.
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