Literature DB >> 17217260

Efficient synthesis of phenanthridinone derivatives via a palladium-catalyzed coupling process.

Takumi Furuta1, Yuki Kitamura, Ayano Hashimoto, Satoshi Fujii, Kiyoshi Tanaka, Toshiyuki Kan.   

Abstract

A palladium-mediated domino reaction was developed to conveniently synthesize phenanthridinone derivatives. Phosphine ligand 1 strongly promotes the domino process, which includes aryl-aryl coupling and C-N bond formations concomitant with a deamidation reaction. The versatility and applicability to a broad range of substrates make this reaction useful for the development of bioactive derivatives. [reaction: see text].

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Year:  2007        PMID: 17217260     DOI: 10.1021/ol062599z

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


  5 in total

1.  Regioselective rhodium-catalyzed intermolecular [2+2+2] cycloaddition of alkynes and isocyanates to form pyridones.

Authors:  Kevin M Oberg; Ernest E Lee; Tomislav Rovis
Journal:  Tetrahedron       Date:  2009-06-27       Impact factor: 2.457

2.  Palladium-catalyzed annulation of arynes by o-halobenzamides: synthesis of phenanthridinones.

Authors:  Chun Lu; Anton V Dubrovskiy; Richard C Larock
Journal:  J Org Chem       Date:  2012-09-26       Impact factor: 4.354

3.  Pd-catalyzed N-arylation of secondary acyclic amides: catalyst development, scope, and computational study.

Authors:  Jacqueline D Hicks; Alan M Hyde; Alberto Martinez Cuezva; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

4.  Weak Base-Promoted Lactamization under Microwave Irradiation: Synthesis of Quinolin-2(1H)-ones and Phenanthridin-6(5H)-ones.

Authors:  Pham Duy Quang Dao; Ho-Jin Lim; Chan Sik Cho
Journal:  ACS Omega       Date:  2018-09-27

5.  Palladium-catalyzed intramolecular C-H arylation of 2-halo-N-Boc-N-arylbenzamides for the synthesis of N-H phenanthridinones.

Authors:  Quan-Fang Hu; Tian-Tao Gao; Yao-Jie Shi; Qian Lei; Luo-Ting Yu
Journal:  RSC Adv       Date:  2018-04-13       Impact factor: 4.036

  5 in total

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