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Literature DB >> 19728736

Palladium- and copper-catalyzed solution phase synthesis of a diverse library of isoquinolines.

Sudipta Roy¹, Sujata Roy, Benjamin Neuenswander, David Hill, Richard C Larock.

Abstract

The solution-phase synthesis of a 111 member isoquinoline library is described. The isoquinoline scaffold has been accessed through the palladium- and copper-catalyzed cyclization of iminoalkynes and the palladium-catalyzed iminoannulation of internal alkynes, followed by diversification of hydroxyl functionality where it is present.

Entities: Chemical Disease Gene

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Year: 2009 PMID： 19728736 PMCID： PMC2783704 DOI： 10.1021/cc9000949

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

17 in total

1. Diphenyl quinolines and isoquinolines: synthesis and primary biological evaluation.

Authors: M Croisy-Delcey; A Croisy; D Carrez; C Huel; A Chiaroni; P Ducrot; E Bisagni; L Jin; G Leclercq
Journal: Bioorg Med Chem Date: 2000-11 Impact factor: 3.641

2. Solid-phase and solution-phase parallel synthesis of tetrahydro-isoquinolines via Pictet-Spengler reaction.

Authors: Qun Sun; Donald J Kyle
Journal: Comb Chem High Throughput Screen Date: 2002-02 Impact factor: 1.339

3. Catalytic direct arylation with aryl chlorides, bromides, and iodides: intramolecular studies leading to new intermolecular reactions.

Authors: Louis-Charles Campeau; Mathieu Parisien; Annie Jean; Keith Fagnou
Journal: J Am Chem Soc Date: 2006-01-18 Impact factor: 15.419

4. Highly efficient synthesis of isoquinolines via nickel-catalyzed annulation of 2-iodobenzaldimines with alkynes: evidence for dual pathways of alkyne insertion.

Authors: Rajendra Prasad Korivi; Chien-Hong Cheng
Journal: Org Lett Date: 2005-11-10 Impact factor: 6.005

5. Solution phase synthesis of a diverse library of highly substituted isoxazoles.

Authors: Jesse P Waldo; Saurabh Mehta; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal: J Comb Chem Date: 2008-08-01

6. Synthesis of 3,4-disubstituted isoquinolines via palladium-catalyzed cross-coupling of 2-(1-alkynyl)benzaldimines and organic halides.

Authors: Guangxiu Dai; Richard C Larock
Journal: J Org Chem Date: 2003-02-07 Impact factor: 4.354

7. Synthesis of 3-substituted 4-aroylisoquinolines via Pd-catalyzed carbonylative cyclization of 2-(1-alkynyl)benzaldimines.

Authors: Guangxiu Dai; Richard C Larock
Journal: J Org Chem Date: 2002-10-04 Impact factor: 4.354

8. Assembly of isoquinolines via CuI-catalyzed coupling of beta-keto esters and 2-halobenzylamines.

Authors: Bao Wang; Biao Lu; Yongwen Jiang; Yihua Zhang; Dawei Ma
Journal: Org Lett Date: 2008-05-29 Impact factor: 6.005

9. Parallel synthesis of a multi-substituted benzo[b]furan library.

Authors: Chul-Hee Cho; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal: J Comb Chem Date: 2008-10-21

10. The effect of intra-arterial papaverine on ECoG activity in the ketamine anesthetized rat.

Authors: Ayse Karatas; Fatih Gokce; Serif Demir; Seyit Ankarali
Journal: Neurosci Lett Date: 2008-08-31 Impact factor: 3.046

5 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. Generation of diverse 1-imidazolylisoquinolines via silver triflate-catalyzed reaction of 2-alkynylbenzaldoxime with imidazole.

Authors: Qian Xiao; Shengqing Ye; Danqing Zheng; Ling Zhang; Jie Wu
Journal: Mol Divers Date: 2012-01-25 Impact factor: 2.943