Literature DB >> 27736075

Pd-Catalyzed Synthesis of Piperazine Scaffolds Under Aerobic and Solvent-Free Conditions.

Sean W Reilly1, Robert H Mach1.   

Abstract

A facile Pd-catalyzed methodology providing an efficient synthetic route to biologically relevant arylpiperazines under aerobic conditions is reported. Electron donating and sterically hindered aryl chlorides were aminated to afford yields up to 97%, with examples using piperazine as solvent, illustrating an ecofriendly, cost-effective synthesis of these privileged structures.

Entities:  

Year:  2016        PMID: 27736075      PMCID: PMC5984194          DOI: 10.1021/acs.orglett.6b02591

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  33 in total

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Authors:  Luca Basolo; Alice Bernasconi; Elena Borsini; Gianluigi Broggini; Egle M Beccalli
Journal:  ChemSusChem       Date:  2011-08-31       Impact factor: 8.928

2.  Design, synthesis and anticancer activity of novel hybrid compounds between benzofuran and N-aryl piperazine.

Authors:  Ze-Wei Mao; Xi Zheng; Yu-Ping Lin; Chun-Yan Hu; Xiu-Li Wang; Chun-Ping Wan; Gao-Xiong Rao
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3.  Synthesis and pharmacological evaluation of fluorine-containing D₃ dopamine receptor ligands.

Authors:  Zhude Tu; Shihong Li; Jinquan Cui; Jinbin Xu; Michelle Taylor; David Ho; Robert R Luedtke; Robert H Mach
Journal:  J Med Chem       Date:  2011-02-24       Impact factor: 7.446

4.  Aryl piperazine and pyrrolidine as antimalarial agents. Synthesis and investigation of structure-activity relationships.

Authors:  Adela Mendoza; Silvia Pérez-Silanes; Miguel Quiliano; Adriana Pabón; Silvia Galiano; Germán González; Giovanny Garavito; Mirko Zimic; Abraham Vaisberg; Ignacio Aldana; Antonio Monge; Eric Deharo
Journal:  Exp Parasitol       Date:  2011-02-24       Impact factor: 2.011

5.  Cytotoxic activities of some benzothiazole-piperazine derivatives.

Authors:  Enise Ece Gurdal; Irem Durmaz; Rengul Cetin-Atalay; Mine Yarim
Journal:  J Enzyme Inhib Med Chem       Date:  2014-10-21       Impact factor: 5.051

6.  Synthesis and antibacterial evaluation of certain quinolone derivatives.

Authors:  Y L Chen; K C Fang; J Y Sheu; S L Hsu; C C Tzeng
Journal:  J Med Chem       Date:  2001-07-05       Impact factor: 7.446

7.  Chemospecific and ligand free CuI catalysed heterogeneous N-arylation of amines with diheteroaryl halides at room temperature.

Authors:  Sanjeev K Verma; B N Acharya; M P Kaushik
Journal:  Org Biomol Chem       Date:  2011-01-07       Impact factor: 3.876

8.  Scope and limitations of Pd2(dba)3/P(i-BuNCH2CH2)3N-catalyzed Buchwald-Hartwig amination reactions of aryl chlorides.

Authors:  Sameer Urgaonkar; John G Verkade
Journal:  J Org Chem       Date:  2004-12-24       Impact factor: 4.354

9.  Evolution of a fourth generation catalyst for the amination and thioetherification of aryl halides.

Authors:  John F Hartwig
Journal:  Acc Chem Res       Date:  2008-11-18       Impact factor: 22.384

10.  Binding of antidepressants to human brain receptors: focus on newer generation compounds.

Authors:  B Cusack; A Nelson; E Richelson
Journal:  Psychopharmacology (Berl)       Date:  1994-05       Impact factor: 4.530

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  4 in total

1.  Pd-catalyzed arylation of linear and angular spirodiamine salts under aerobic conditions.

Authors:  Sean W Reilly; Nikaela W Bryan; Robert H Mach
Journal:  Tetrahedron Lett       Date:  2016-12-23       Impact factor: 2.415

2.  Highly Selective Dopamine D3 Receptor Antagonists with Arylated Diazaspiro Alkane Cores.

Authors:  Sean W Reilly; Suzy Griffin; Michelle Taylor; Kristoffer Sahlholm; Chi-Chang Weng; Kuiying Xu; Daniel A Jacome; Robert R Luedtke; Robert H Mach
Journal:  J Med Chem       Date:  2017-11-21       Impact factor: 7.446

3.  Exploration of Diazaspiro Cores as Piperazine Bioisosteres in the Development of σ2 Receptor Ligands.

Authors:  Kuiying Xu; Chia-Ju Hsieh; Ji Youn Lee; Aladdin Riad; Nicholas J Izzo; Gary Look; Susan Catalano; Robert H Mach
Journal:  Int J Mol Sci       Date:  2022-07-27       Impact factor: 6.208

4.  Evaluation of Substituted N-Phenylpiperazine Analogs as D3 vs. D2 Dopamine Receptor Subtype Selective Ligands.

Authors:  Boeun Lee; Michelle Taylor; Suzy A Griffin; Tamara McInnis; Nathalie Sumien; Robert H Mach; Robert R Luedtke
Journal:  Molecules       Date:  2021-05-26       Impact factor: 4.927

  4 in total

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