Preparation of fluorous DMF solvents and their use for some Pd-catalyzed cross-coupling reactions

Hiroshi Matsubara*, Louis Maeda, Ilhyong Ryu

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

N,N-Dimethylformamide derivatives 1a (Rf 6-DMF) and 1b (Rf 8-DMF) with a C6 or C8 fluorous ponytail, respectively, have been synthesized and examined for some physical properties. Rf 6-DMF was tested as a solvent for Mizoroki-Heck arylation of butyl acrylate and Sonogashira coupling reaction of iodobenzene with phenylacetylene. Both reactions proceeded as smoothly as in DMF to give the products in high yield. Fluorous DMF derivative 1a can be recovered easily from the reaction mixture by a fluorous/organic biphasic workup and recycled.

Original languageEnglish
Pages (from-to)1548-1549
Number of pages2
JournalChemistry Letters
Volume34
Issue number11
DOIs
StatePublished - 5 Nov 2005

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