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Literature DB >> 19572501

A simple and convenient copper-catalyzed tandem synthesis of quinoline-2-carboxylates at room temperature.

He Huang¹, Hualiang Jiang, Kaixian Chen, Hong Liu.

Abstract

We developed a simple and convenient copper-catalyzed method for the synthesis of quinoline-2-carboxylate derivatives through sequential intermolecular addition of alkynes onto imines and subsequent intramolecular ring closure by arylation. The efficiency of this system allowed the reactions to be carried out at room temperature.

Entities: Chemical

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Year: 2009 PMID： 19572501 DOI： 10.1021/jo901101v

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

9 in total

Review 1. Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

Authors: Roland E Dolle; Bertrand Le Bourdonnec; Karin Worm; Guillermo A Morales; Craig J Thomas; Wei Zhang
Journal: J Comb Chem Date: 2010-10-05

2. Oxone promoted dehydrogenative Povarov cyclization of N-aryl glycine derivatives: an approach towards quinoline fused lactones and lactams.

Authors: Devidas A More; Ganesh H Shinde; Aslam C Shaikh; M Muthukrishnan
Journal: RSC Adv Date: 2019-09-25 Impact factor: 4.036

A simple and convenient copper-catalyzed tandem synthesis of quinoline-2-carboxylates at room temperature.

Review 1. Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

2. Oxone promoted dehydrogenative Povarov cyclization of N-aryl glycine derivatives: an approach towards quinoline fused lactones and lactams.

3. Acid-promoted iron-catalysed dehydrogenative [4 + 2] cycloaddition for the synthesis of quinolines under air.

4. Dimethyl 2-methyl-1,2-dihydro-quinoline-2,4-dicarboxyl-ate.

5. Dimethyl 2,6,8-trimethyl-1,2-dihydroquinoline-2,4-dicarboxylate.

6. Dual C-H functionalization of N-aryl amines: synthesis of polycyclic amines via an oxidative Povarov approach.

7. Visible-Light-Mediated Aerobic Tandem Dehydrogenative Povarov/Aromatization Reaction: Synthesis of Isocryptolepines.

8. First synthesis of novel 2,4-bis((E)-styryl)quinoline-3-carboxylate derivatives and their antitumor activity.

9. A New One-Pot Synthesis of Quinoline-2-carboxylates under Heterogeneous Conditions.