Literature DB >> 17417670

Novel synthon for incorporating 1,3-dimethyl imidazolium group into molecular architecture.

Mikhail Berezin1, Samuel Achilefu.   

Abstract

The synthesized 1,3-dimethylated imidazolium carbaldehydes serves as synthons for incorporating a permanently cationic imidazolium group into molecular framework. The utility of new synthon was demonstrated in a variety of reactions: Knoevenagel, Wittig, Schiff base formation, based mediated electrophilic substitution and oxidation, including synthesis of the natural product norzooanemonin.

Entities:  

Year:  2007        PMID: 17417670      PMCID: PMC1849869          DOI: 10.1016/j.tetlet.2006.12.051

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  17 in total

1.  Synthesis and antibacterial activity of novel 4-pyrrolidinylthio carbapenems Part IV. 2-Alkyl substituents containing cationic heteroaromatics linked via a C-C bond.

Authors:  H A Zam; D Barrett; A Tanaka; H Sasaki; K Matsuda; M Sakurai; T Terasawa; F Shirai; T Chiba; Y Matsumoto; S Tawara
Journal:  Bioorg Med Chem       Date:  2001-04       Impact factor: 3.641

2.  Synthesis and characterization of a macrocyclic near-infrared optical scaffold.

Authors:  Yunpeng Ye; Wen Ping Li; Carolyn J Anderson; Jeffery Kao; Gregory V Nikiforovich; Samuel Achilefu
Journal:  J Am Chem Soc       Date:  2003-07-02       Impact factor: 15.419

3.  The metabolism of methylhistidine compounds in animals.

Authors:  R W COWGILL; B FREEBURG
Journal:  Arch Biochem Biophys       Date:  1957-10       Impact factor: 4.013

4.  Optimized selective N-methylation of peptides on solid support.

Authors:  Eric Biron; Jayanta Chatterjee; Horst Kessler
Journal:  J Pept Sci       Date:  2006-03       Impact factor: 1.905

5.  Synthesis and ocular effects of imidazole nitrolic acids.

Authors:  Larisa Oresmaa; Hanna Kotikoski; Matti Haukka; Johanna Salminen; Olli Oksala; Esko Pohjala; Eeva Moilanen; Heikki Vapaatalo; Pirjo Vainiotalo; Paula Aulaskari
Journal:  J Med Chem       Date:  2005-06-30       Impact factor: 7.446

6.  Efficient and regioselective synthesis of 2-alkyl-2H-indazoles.

Authors:  Mui Cheung; Amogh Boloor; Jeffrey A Stafford
Journal:  J Org Chem       Date:  2003-05-16       Impact factor: 4.354

7.  [On the composition of zooanemonine and herbipoline].

Authors:  D ACKERMANN; P H LIST
Journal:  Hoppe Seylers Z Physiol Chem       Date:  1960-05-31

8.  Design of inhibitors for human tissue kallikrein using non-natural aromatic and basic amino acids.

Authors:  Daniel C Pimenta; Robson L Melo; Giuseppe Caliendo; Vincenzo Santagada; Ferdinando Fiorino; Beatrice Severino; Gilberto de Nucci; Luiz Juliano; Maria A Juliano
Journal:  Biol Chem       Date:  2002-05       Impact factor: 3.915

9.  N-heterocyclic carbenes: a new concept in organometallic catalysis.

Authors:  Wolfgang A Herrmann
Journal:  Angew Chem Int Ed Engl       Date:  2002-04-15       Impact factor: 15.336

10.  Aryl tetrahydropyridine inhibitors of farnesyltransferase: bioavailable analogues with improved cellular potency.

Authors:  Stephen L Gwaltney; Stephen J O'Connor; Lissa T J Nelson; Gerard M Sullivan; Hovis Imade; Weibo Wang; Lisa Hasvold; Qun Li; Jerome Cohen; Wen-Zhen Gu; Stephen K Tahir; Joy Bauch; Kennan Marsh; Shi-Chung Ng; David J Frost; Haiying Zhang; Steve Muchmore; Clarissa G Jakob; Vincent Stoll; Charles Hutchins; Saul H Rosenberg; Hing L Sham
Journal:  Bioorg Med Chem Lett       Date:  2003-04-07       Impact factor: 2.823

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  2 in total

1.  Rational approach to select small peptide molecular probes labeled with fluorescent cyanine dyes for in vivo optical imaging.

Authors:  Mikhail Y Berezin; Kevin Guo; Walter Akers; Joseph Livingston; Metasebya Solomon; Hyeran Lee; Kexian Liang; Anthony Agee; Samuel Achilefu
Journal:  Biochemistry       Date:  2011-03-08       Impact factor: 3.162

2.  pH-dependent optical properties of synthetic fluorescent imidazoles.

Authors:  Mikhail Y Berezin; Jeff Kao; Samuel Achilefu
Journal:  Chemistry       Date:  2009       Impact factor: 5.236

  2 in total

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