Literature DB >> 23877441

The iron-catalyzed construction of 2-aminopyrimidines from alkynenitriles and cyanamides.

Timothy K Lane1, Minh H Nguyen, Brendan R D'Souza, Nathan A Spahn, Janis Louie.   

Abstract

Several cycloaddition catalysts and reagents were surveyed for their effectiveness toward cyclizing alkynenitriles with cyanamides. Catalytic amounts of FeI2, (iPr)PDAI and Zn were found to effectively catalyze the [2+2+2] cycloaddition of a variety of cyanamides and alkynenitriles to afford bicyclic 2-aminopyrimidines.

Entities:  

Year:  2013        PMID： 23877441      PMCID： PMC4144345          DOI： 10.1039/c3cc44422h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  39 in total

1.  Construction of pyridine rings by metal-mediated [2 + 2 + 2] cycloaddition.

Authors:  Jesús A Varela; Carlos Saá
Journal:  Chem Rev       Date:  2003-09       Impact factor: 60.622

2.  Assessment of antiplatelet activity of 2-aminopyrimidines.

Authors:  Rajani Giridhar; Riyaj S Tamboli; R Ramajayam; Dhaval G Prajapati; M R Yadav
Journal:  Eur J Med Chem       Date:  2012-01-24       Impact factor: 6.514

3.  New strategies for the synthesis of pyrimidine derivatives.

Authors:  Matthew D Hill; Mohammad Movassaghi
Journal:  Chemistry       Date:  2008       Impact factor: 5.236

4.  Asymmetric synthesis of chiral tetraphenylenes.

Authors:  Andrzej Rajca; Suchada Rajca
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

5.  Iron-catalyzed cycloaddition of alkynenitriles and alkynes.

Authors:  Brendan R D'Souza; Timothy K Lane; Janis Louie
Journal:  Org Lett       Date:  2011-05-10       Impact factor: 6.005

6.  Three-component reaction of N'-(2-alkynylbenzylidene)hydrazide, alkyne, with sulfonyl azide via a multicatalytic process: a novel and concise approach to 2-amino-H-pyrazolo[5,1-a]isoquinolines.

Authors:  Shaoyu Li; Yong Luo; Jie Wu
Journal:  Org Lett       Date:  2011-07-26       Impact factor: 6.005

7.  A single step approach to piperidines via Ni-catalyzed β-carbon elimination.

Authors:  Puneet Kumar; Janis Louie
Journal:  Org Lett       Date:  2012-04-02       Impact factor: 6.005

8.  CNS and antimalarial activity of synthetic meridianin and psammopemmin analogs.

Authors:  Matthew D Lebar; Kristopher N Hahn; Tina Mutka; Patrick Maignan; James B McClintock; Charles D Amsler; Alberto van Olphen; Dennis E Kyle; Bill J Baker
Journal:  Bioorg Med Chem       Date:  2011-08-22       Impact factor: 3.641

9.  Iron-catalyzed formation of 2-aminopyridines from diynes and cyanamides.

Authors:  Timothy K Lane; Brendan R D'Souza; Janis Louie
Journal:  J Org Chem       Date:  2012-08-14       Impact factor: 4.354

10.  Iron-catalyzed cycloaddition reaction of diynes and cyanamides at room temperature.

Authors:  Chunxiang Wang; Dongping Wang; Fen Xu; Bin Pan; Boshun Wan
Journal:  J Org Chem       Date:  2013-02-12       Impact factor: 4.354
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  4 in total

1.  Oxidative Coupling with Zr(IV) Supported by a Noninnocent Anthracene-Based Ligand: Application to the Catalytic Cotrimerization of Alkynes and Nitriles to Pyrimidines.

Authors:  Choon Heng Low; Jeffrey N Rosenberg; Marco A Lopez; Theodor Agapie
Journal:  J Am Chem Soc       Date:  2018-09-14       Impact factor: 15.419

Review 2.  Recent Advances in Cyanamide Chemistry: Synthesis and Applications.

Authors:  M R Ranga Prabhath; Luke Williams; Shreesha V Bhat; Pallavi Sharma
Journal:  Molecules       Date:  2017-04-12       Impact factor: 4.411

3.  Cycloaddition of 4-Acyl-1H-pyrrole-2,3-diones Fused at [e]-Side and Cyanamides: Divergent Approach to 4H-1,3-Oxazines.

Authors:  Ekaterina E Khramtsova; Aleksandr D Krainov; Maksim V Dmitriev; Andrey N Maslivets
Journal:  Molecules       Date:  2022-08-17       Impact factor: 4.927

Review 4.  Multicomponent syntheses of 5- and 6-membered aromatic heterocycles using group 4-8 transition metal catalysts.

Authors:  Daniel N Huh; Yukun Cheng; Connor W Frye; Dominic T Egger; Ian A Tonks
Journal:  Chem Sci       Date:  2021-06-29       Impact factor: 9.825
  4 in total

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