Literature DB >> 22722958

Novel ionic liquid supported-multicomponent reaction toward chimeric bis-heterocycles.

Chih-Hau Chen1, Chan-Yu Chen, Po-Tsung Lin, Chung-Ming Sun.   

Abstract

A novel multicomponent reaction between IL-anchored 2-aminobenzoimidazoles, aldehydes, and electron-deficient dienophiles has been explored. The strategy was utilized to develop a rapid parallel synthesis for novel bis-heterocyclic skeleton of benzimidazole-linked dihydropyrimidine on an ionic liquid support. This multicomponent reaction is compatible with a wide range of substrates and furnishes the new chimeric scaffolds with high purity and excellent yields. Use of the ionic liquid as a soluble support facilitates purification by simple precipitation along with advantages like high loading capacity, homogeneous reaction conditions, and monitoring of the reaction progress by conventional NMR spectroscopy.

Entities:  

Mesh:

Substances:

Year:  2012        PMID: 22722958     DOI: 10.1007/s11030-012-9383-0

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


  23 in total

Review 1.  Target-oriented and diversity-oriented organic synthesis in drug discovery.

Authors:  S L Schreiber
Journal:  Science       Date:  2000-03-17       Impact factor: 47.728

2.  Asymmetric three-component inverse electron-demand aza-Diels-Alder reaction: efficient synthesis of ring-fused tetrahydroquinolines.

Authors:  Mingsheng Xie; Xiaohong Chen; Yin Zhu; Bo Gao; Lili Lin; Xiaohua Liu; Xiaoming Feng
Journal:  Angew Chem Int Ed Engl       Date:  2010-05-17       Impact factor: 15.336

3.  Ionic-liquid-supported (ILS) catalysts for asymmetric organic synthesis.

Authors:  Bukuo Ni; Allan D Headley
Journal:  Chemistry       Date:  2010-03-16       Impact factor: 5.236

4.  Synthesis of spiroquinolines through a one-pot multicatalytic and multicomponent cascade reaction.

Authors:  José Barluenga; Abraham Mendoza; Félix Rodríguez; Francisco J Fañanás
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

5.  Unsaturated lactams: new inputs for povarov-type multicomponent reactions.

Authors:  Esther Vicente-García; Federica Catti; Rosario Ramón; Rodolfo Lavilla
Journal:  Org Lett       Date:  2010-02-19       Impact factor: 6.005

6.  Ionic-liquid-supported synthesis: a novel liquid-phase strategy for organic synthesis.

Authors:  Weishi Miao; Tak Hang Chan
Journal:  Acc Chem Res       Date:  2006-12       Impact factor: 22.384

7.  Brønsted-acid-catalyzed asymmetric multicomponent reactions for the facile synthesis of highly enantioenriched structurally diverse nitrogenous heterocycles.

Authors:  Jie Yu; Feng Shi; Liu-Zhu Gong
Journal:  Acc Chem Res       Date:  2011-07-29       Impact factor: 22.384

8.  Chiral phosphoric acid-catalyzed enantioselective three-component Povarov reaction using enecarbamates as dienophiles: highly diastereo- and enantioselective synthesis of substituted 4-aminotetrahydroquinolines.

Authors:  Guillaume Dagousset; Jieping Zhu; Géraldine Masson
Journal:  J Am Chem Soc       Date:  2011-08-26       Impact factor: 15.419

9.  Design and synthesis of prolylcarboxypeptidase (PrCP) inhibitors to validate PrCP as a potential target for obesity.

Authors:  Changyou Zhou; Margareta Garcia-Calvo; Shirly Pinto; Matthew Lombardo; Zhe Feng; Kate Bender; Kellyann D Pryor; Urmi R Bhatt; Renee M Chabin; Wayne M Geissler; Zhu Shen; Xinchun Tong; Zhoupeng Zhang; Kenny K Wong; Ranabir Sinha Roy; Kevin T Chapman; Lihu Yang; Yusheng Xiong
Journal:  J Med Chem       Date:  2010-10-14       Impact factor: 7.446

10.  An efficient organocatalytic method for constructing biaryls through aromatic C-H activation.

Authors:  Chang-Liang Sun; Hu Li; Da-Gang Yu; Miao Yu; Xiao Zhou; Xing-Yu Lu; Kun Huang; Shu-Fang Zheng; Bi-Jie Li; Zhang-Jie Shi
Journal:  Nat Chem       Date:  2010-10-03       Impact factor: 24.427

View more
  1 in total

1.  Ionic liquid-supported synthesis of piperazine derivatives as potential insecticides.

Authors:  Yan Shen; Jia-Yi Wang; Gong-Hua Song
Journal:  Mol Divers       Date:  2013-11-27       Impact factor: 2.943

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.