Literature DB >> 21105687

Synthesis of 7-aza-5-deazapurine analogues via copper(I)-catalyzed hydroamination of alkynes and 1-iodoalkynes.

Larissa B Krasnova1, Jason E Hein, Valery V Fokin.   

Abstract

A new method for the synthesis of dihydroimidazo[1,2-a][1,3,5]triazin-4(6H)-ones via copper(I)-catalyzed hydroamination was developed. In addition, for the first time, iodoalkynes were shown to participate in the copper(I)-catalyzed intramolecular hydroamination reaction with exclusive formation of E-isomers.

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Year:  2010        PMID： 21105687      PMCID： PMC3025312          DOI： 10.1021/jo1016376

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


  12 in total

1.  Broad-spectrum inhibitor of viruses in the Flaviviridae family.

Authors:  Joshua O Ojwang; Shoukath Ali; Donald F Smee; John D Morrey; Craig D Shimasaki; Robert W Sidwell
Journal:  Antiviral Res       Date:  2005-07-28       Impact factor: 5.970

Review 2.  Detecting RNA and DNA with templated chemical reactions.

Authors:  Adam P Silverman; Eric T Kool
Journal:  Chem Rev       Date:  2006-09       Impact factor: 60.622

3.  The catalytic hydroamination of alkynes.

Authors:  René Severin; Sven Doye
Journal:  Chem Soc Rev       Date:  2007-03-09       Impact factor: 54.564

Review 4.  Hydroamination: direct addition of amines to alkenes and alkynes.

Authors:  Thomas E Müller; Kai C Hultzsch; Miguel Yus; Francisco Foubelo; Mizuki Tada
Journal:  Chem Rev       Date:  2008-08-26       Impact factor: 60.622

5.  Imidazo[1,2-a]-s-triazine nucleosides. Synthesis and antiviral activity of the N-bridgehead guanine, guanosine, and guanosine monophosphate analogues of imidazo[1,2-a]-s-triazine.

Authors:  S H Kim; D G Bartholomew; L B Allen; R K Robins; G R Revankar
Journal:  J Med Chem       Date:  1978-09       Impact factor: 7.446

6.  Fluorescent charge-neutral analogue of xanthosine: synthesis of a 2'-deoxyribonucleoside bearing a 5-aza-7-deazaxanthine base.

Authors:  P Rao; S A Benner
Journal:  J Org Chem       Date:  2001-07-27       Impact factor: 4.354

7.  Synthesis and biological evaluation of lisofylline (LSF) analogs as a potential treatment for Type 1 diabetes.

Authors:  Peng Cui; Timothy L Macdonald; Meng Chen; Jerry L Nadler
Journal:  Bioorg Med Chem Lett       Date:  2006-05-02       Impact factor: 2.823

8.  Polytriazoles as copper(I)-stabilizing ligands in catalysis.

Authors:  Timothy R Chan; Robert Hilgraf; K Barry Sharpless; Valery V Fokin
Journal:  Org Lett       Date:  2004-08-19       Impact factor: 6.005

9.  Copper(I)-catalyzed cycloaddition of organic azides and 1-iodoalkynes.

Authors:  Jason E Hein; Jonathan C Tripp; Larissa B Krasnova; K Barry Sharpless; Valery V Fokin
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 10.  Redesigning the architecture of the base pair: toward biochemical and biological function of new genetic sets.

Authors:  Andrew T Krueger; Eric T Kool
Journal:  Chem Biol       Date:  2009-03-27
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  2 in total

1.  Cationic dirhodium carboxylate-catalyzed synthesis of dihydropyrimidones from propargyl ureas.

Authors:  Miao Yang; Shannon J Odelberg; Zongzhong Tong; Dean Y Li; Ryan E Looper
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

2.  A one-pot, multicomponent reaction for the synthesis of novel 2-alkyl substituted 4-aminoimidazo[1,2-a][1,3,5]triazines.

Authors:  Felicia Phei Lin Lim; Lin Yuing Tan; Edward R T Tiekink; Anton V Dolzhenko
Journal:  RSC Adv       Date:  2018-06-12       Impact factor: 3.361
  2 in total

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