Literature DB >> 25926389

A direct access to heptasubstituted biguanides.

Issa Yavari1, Manijeh Nematpour2.   

Abstract

An efficient and experimentally simple copper-catalyzed carbon-nitrogen bond formation for the synthesis of [Formula: see text]-arylated biguanides starting from aryl halides, carbodiimides, and 1,1,3,3-tetramethylguanidine is reported. The potential diversity of this type of reaction, easily available starting materials, and commercially available low-cost catalysts are the incremental features of this methodology.

Entities:  

Keywords:  -Arylation; Biguanides; Carbodiimides; Copper-catalyzed; Tetramethylguanidine

Mesh：

Substances：

Year:  2015        PMID： 25926389     DOI： 10.1007/s11030-015-9601-7

Source DB:  PubMed          Journal:  Mol Divers        ISSN： 1381-1991            Impact factor:   2.943


  7 in total

Review 1.  Copper-mediated coupling reactions and their applications in natural products and designed biomolecules synthesis.

Authors:  Gwilherm Evano; Nicolas Blanchard; Mathieu Toumi
Journal:  Chem Rev       Date:  2008-08       Impact factor: 60.622

Review 2.  The chemistry and biology of organic guanidine derivatives.

Authors:  Roberto G S Berlinck; Antonio Carlos B Burtoloso; Miriam H Kossuga
Journal:  Nat Prod Rep       Date:  2008-07-01       Impact factor: 13.423

3.  Catalytic C-C, C-N, and C-O Ullmann-type coupling reactions.

Authors:  Florian Monnier; Marc Taillefer
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

4.  Catalyst-free synthesis of quinazolin-4-ones from (hetero)aryl-guanidines: application to the synthesis of pyrazolo[4,3-f]quinazolin-9-ones, a new family of DYRK1A inhibitors.

Authors:  Julien Debray; Simon Bonte; Olivier Lozach; Laurent Meijer; Martine Demeunynck
Journal:  Mol Divers       Date:  2012-09-19       Impact factor: 2.943

5.  Synthesis of 2-substituted polyhydroxytetrahydropyrimidines (N-hydroxy cyclic guanidino-sugars): transition-state mimics of enzymatic glycosidic cleavage.

Authors:  V D Le; C H Wong
Journal:  J Org Chem       Date:  2000-04-21       Impact factor: 4.354

6.  A novel self-sequence reaction network involving a set of six reactions in one pot: the synthesis of substituted benzothiazoles from aromatic ketones and anilines.

Authors:  Wei-Jian Xue; Ya-Qiong Guo; Fang-Fang Gao; Hong-Zheng Li; An-Xin Wu
Journal:  Org Lett       Date:  2013-01-31       Impact factor: 6.005

7.  A solution-phase parallel synthesis of alkylated guanidines from thioisocyanates and amines.

Authors:  Andrey V Bogolubsky; Alexander Grishchenko; Sergey E Pipko; Anzhelika Konovets; Alexander Chuprina; Andrey Tolmachev; Alexander N Boyko; Alexey Chekotylo; Oleg Lukin
Journal:  Mol Divers       Date:  2013-05-01       Impact factor: 2.943
  7 in total

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