Literature DB >> 20499940

Synthesis of 1,3-dialkyl-1,2,3-triazolium ionic liquids and their applications to the Baylis-Hillman reaction.

Yunkyung Jeong1, Jae-Sang Ryu.   

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][PF(6)] could be suppressed in the reaction of [bmTr][PF(6)] or [bmTr][NTf(2)]. 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.

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Year:  2010        PMID： 20499940     DOI： 10.1021/jo100618d

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  8 in total

1.  Synthesis, characterization, and NMR studies of 1,2,3-triazolium ionic liquids: a good perspective regarding cytotoxicity.

Authors:  Nicolas Glanzmann; Arturene M L Carmo; Luciana M R Antinarelli; Elaine S Coimbra; Luiz Antônio S Costa; Adilson D da Silva
Journal:  J Mol Model       Date:  2018-06-14       Impact factor: 1.810

2.  Reactions of nitroxides XIII: Synthesis of the Morita-Baylis-Hillman adducts bearing a nitroxyl moiety using 4-acryloyloxy-2,2,6,6-tetramethylpiperidine-1-oxyl as a starting compound, and DABCO and quinuclidine as catalysts.

Authors:  Jerzy Zakrzewski
Journal:  Beilstein J Org Chem       Date:  2012-09-12       Impact factor: 2.883

3.  Quarternization of 3-azido-1-propyne oligomers obtained by copper(I)-catalyzed azide-alkyne cycloaddition polymerization.

Authors:  Shun Nakano; Akihito Hashidzume; Takahiro Sato
Journal:  Beilstein J Org Chem       Date:  2015-06-18       Impact factor: 2.883

4.  Silica gel-mediated organic reactions under organic solvent-free conditions.

Authors:  Satoaki Onitsuka; Yong Zhi Jin; Ajam C Shaikh; Hiroshi Furuno; Junji Inanaga
Journal:  Molecules       Date:  2012-09-27       Impact factor: 4.411

5.  Dual-Cationic Poly(ionic liquid)s Carrying 1,2,4-Triazolium and Imidazolium Moieties: Synthesis and Formation of a Single-Component Porous Membrane.

Authors:  Wei Cao; Liangxiao Tan; Hong Wang; Jiayin Yuan
Journal:  ACS Macro Lett       Date:  2021-01-08       Impact factor: 6.903

6.  Click reactions as a key step for an efficient and selective synthesis of D-xylose-based ILs.

Authors:  Nadège Ferlin; Sylvain Gatard; Albert Nguyen Van Nhien; Matthieu Courty; Sandrine Bouquillon
Journal:  Molecules       Date:  2013-09-17       Impact factor: 4.411

7.  Ion Transport Properties and Ionicity of 1,3-Dimethyl-1,2,3-Triazolium Salts with Fluorinated Anions.

Authors:  Martin Pulst; Yury Golitsyn; Detlef Reichert; Jörg Kressler
Journal:  Materials (Basel)       Date:  2018-09-14       Impact factor: 3.623

8.  Synthesis of 1,2,3-Triazolium Ionic Liquid-Supported Chiral Imidazolidinones and Their Application in Asymmetric Alkylation Reaction.

Authors:  Yunkyung Jeong; Yunjeong Park; Jae-Sang Ryu
Journal:  Molecules       Date:  2019-09-14       Impact factor: 4.411
  8 in total

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