Synthesis of 1,3-Dialkyl-1,2,3-triazolium ionic liquids and their applications to the baylis-hillman reaction

Yunkyung Jeong, Jae Sang Ryu

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93 Scopus citations

Abstract

Novel 1,3-dialkyl-1,2,3-triazolium ionic liquids were synthesized via click reactions using 1-trimethylsilylacetylene and alkyl azides and were efficient reaction media for the Baylis-Hillman reaction. The problems associated with deprotonation of the C-2 hydrogen of [bmim][PF6] could be suppressed in the reaction of [bmTr][PF6] or [bmTr][NTf2]. 1,3-Dialkyl-1,2,3-triazolium ionic liquids are chemically inert under basic conditions and more suitable media for the reactions involving bases than the common 1,3-dialkylimidazolium ionic liquids.

Original languageEnglish
Pages (from-to)4183-4191
Number of pages9
JournalJournal of Organic Chemistry
Volume75
Issue number12
DOIs
StatePublished - 18 Jun 2010

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