Literature DB >> 17705443

One-pot synthesis of quinoline-based tetracycles by a tandem three-component reaction.

Chao Che1, Jing Xiang, Guo-Xin Wang, Reza Fathi, Jun-Min Quan, Zhen Yang.   

Abstract

A practical one-pot synthetic strategy for the efficient synthesis of a range of structurally interesting and bioactive quinoline-based tetracycles has been developed. A key step in the synthesis is a tandem three-component reaction of heteroaromatic amine, methyl 2-formylbenzoate and (t)butyl isonitrile, followed by TFA-mediated lactamization via intramolecular aminolysis of an adjacent ester. Results related to a kinase-panel screening for several selected compounds are also discussed in this article.

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Year:  2007        PMID： 17705443     DOI： 10.1021/cc070058a

Source DB:  PubMed          Journal:  J Comb Chem        ISSN： 1520-4766


  10 in total

1.  Preparation of dihydroxy polycyclic aromatic hydrocarbons and activities of two dioxygenases in the phenanthrene degradative pathway.

Authors:  Kaci L Erwin; William H Johnson; Andrew J Meichan; Christian P Whitman
Journal:  Arch Biochem Biophys       Date:  2019-08-22       Impact factor: 4.013

Review 2.  Groebke-Blackburn-Bienaymé multicomponent reaction: emerging chemistry for drug discovery.

Authors:  Saad Shaaban; Bakr F Abdel-Wahab
Journal:  Mol Divers       Date:  2015-05-28       Impact factor: 2.943

3.  Indium triflate promoted one-pot multicomponent synthesis of structurally diverse 3-amino-imidazo[1,2-a]pyridines.

Authors:  Suman Swami; Arunava Agarwala; Rahul Shrivastava
Journal:  Mol Divers       Date:  2016-09-26       Impact factor: 2.943

4.  Synthesis of diverse nitrogen-enriched heterocyclic scaffolds using a suite of tunable one-pot multicomponent reactions.

Authors:  Guillermo Martinez-Ariza; Muhammad Ayaz; Federico Medda; Christopher Hulme
Journal:  J Org Chem       Date:  2014-05-19       Impact factor: 4.354

5.  One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction.

Authors:  Bo Yang; Chuanye Tao; Taofeng Shao; Jianxian Gong; Chao Che
Journal:  Beilstein J Org Chem       Date:  2016-07-18       Impact factor: 2.883

6.  A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategy.

Authors:  Taofeng Shao; Zhiming Gong; Tianyi Su; Wei Hao; Chao Che
Journal:  Beilstein J Org Chem       Date:  2017-05-04       Impact factor: 2.883

7.  New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized.

Authors:  Maryna V Murlykina; Maryna N Kornet; Sergey M Desenko; Svetlana V Shishkina; Oleg V Shishkin; Aleksander A Brazhko; Vladimir I Musatov; Erik V Van der Eycken; Valentin A Chebanov
Journal:  Beilstein J Org Chem       Date:  2017-05-31       Impact factor: 2.883

8.  Electroreductive coupling of 2-acylbenzoates with α,β-unsaturated carbonyl compounds: density functional theory study on product selectivity.

Authors:  Naoki Kise; Toshihiko Sakurai
Journal:  Beilstein J Org Chem       Date:  2022-08-02       Impact factor: 2.544

9.  Identifying tumor cell growth inhibitors by combinatorial chemistry and zebrafish assays.

Authors:  Jing Xiang; Hongbo Yang; Chao Che; Haixia Zou; Hanshuo Yang; Yuquan Wei; Junmin Quan; Hui Zhang; Zhen Yang; Shuo Lin
Journal:  PLoS One       Date:  2009-02-05       Impact factor: 3.240

10.  Synthesis and biological evaluation of new carbohydrate-substituted indenoisoquinoline topoisomerase I inhibitors and improved syntheses of the experimental anticancer agents indotecan (LMP400) and indimitecan (LMP776).

Authors:  Daniel E Beck; Keli Agama; Christophe Marchand; Adel Chergui; Yves Pommier; Mark Cushman
Journal:  J Med Chem       Date:  2014-02-11       Impact factor: 7.446
  10 in total

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