Literature DB >> 22222274

Transition metal-catalyzed N-arylations of amidines and guanidines.

Tom R M Rauws1, Bert U W Maes.   

Abstract

Although several recent reviews dealt with transition metal catalyzed N-arylation of amines (all classes), to date no specific review covering the N-arylation of amidines and guanidines appeared. Amidines and guanidines are considered as fundamental entities in medicinal chemistry. The appearance of these functional groups in drugs, agrochemicals and natural products justifies a separate description of the current status of the literature on the N-arylation of the amidine and guanidine functionalities. Both acyclic and cyclic derivatives are taken into account. For cyclic amidines/guanidines only systems which possess an exocyclic nitrogen atom are considered. This critical review is largely organized by the type of amidine/guanidine and transition metal used and covers literature up to May 2011 (200 references).

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Year:  2012        PMID: 22222274     DOI: 10.1039/c1cs15236j

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  9 in total

1.  A dual site catalyst for mild, selective nitrile reduction.

Authors:  Zhiyao Lu; Travis J Williams
Journal:  Chem Commun (Camb)       Date:  2014-01-09       Impact factor: 6.222

2.  Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors:  Yuyong Ma; Saptarshi De; Chuo Chen
Journal:  Tetrahedron       Date:  2015-02-25       Impact factor: 2.457

3.  Divergent 2-Chloroquinazolin-4(3H)-one Rearrangement: Twisted-Cyclic Guanidine Formation or Ring-Fused N-Acylguanidines via a Domino Process.

Authors:  Gang Yan; Bereket L Zekarias; Xiaoyu Li; Victor A Jaffett; Ilia A Guzei; Jennifer E Golden
Journal:  Chemistry       Date:  2020-02-06       Impact factor: 5.236

4.  Palladium-catalyzed N-monoarylation of amidines and a one-pot synthesis of quinazoline derivatives.

Authors:  Meredeth A McGowan; Camille Z McAvoy; Stephen L Buchwald
Journal:  Org Lett       Date:  2012-07-05       Impact factor: 6.005

5.  Metal-Free Direct Amidation of Naphthoquinones Using Hydroxamic Acids as an Amide Source: Application in the Synthesis of an HDAC6 Inhibitor.

Authors:  Cheng Zhang; C James Chou
Journal:  Org Lett       Date:  2016-10-19       Impact factor: 6.005

Review 6.  Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions.

Authors:  Paula Ruiz-Castillo; Stephen L Buchwald
Journal:  Chem Rev       Date:  2016-09-30       Impact factor: 60.622

7.  Synthesis of cyclic guanidines via Pd-catalyzed alkene carboamination.

Authors:  Blane P Zavesky; Nicholas R Babij; Jonathan A Fritz; John P Wolfe
Journal:  Org Lett       Date:  2013-10-22       Impact factor: 6.005

8.  Design, synthesis, mechanisms of action, and toxicity of novel 20(s)-sulfonylamidine derivatives of camptothecin as potent antitumor agents.

Authors:  Mei-Juan Wang; Ying-Qian Liu; Ling-Chu Chang; Chih-Ya Wang; Yong-Long Zhao; Xiao-Bo Zhao; Keduo Qian; Xiang Nan; Liu Yang; Xiao-Ming Yang; Hsin-Yi Hung; Jai-Sing Yang; Daih-Huang Kuo; Masuo Goto; Susan L Morris-Natschke; Shiow-Lin Pan; Che-Ming Teng; Sheng-Chu Kuo; Tian-Shung Wu; Yang-Chang Wu; Kuo-Hsiung Lee
Journal:  J Med Chem       Date:  2014-07-08       Impact factor: 7.446

9.  Direct, Late-Stage Mono-N-arylation of Pentamidine: Method Development, Mechanistic Insight, and Expedient Access to Novel Antiparastitics against Diamidine-Resistant Parasites.

Authors:  Jack Robertson; Marzuq A Ungogo; Mustafa M Aldfer; Leandro Lemgruber; Fergus S McWhinnie; Bela E Bode; Katherine L Jones; Allan J B Watson; Harry P de Koning; Glenn A Burley
Journal:  ChemMedChem       Date:  2021-09-02       Impact factor: 3.540

  9 in total

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