Literature DB >> 23540513

Ir(I)-catalyzed synthesis of N-substituted pyridones from 2-alkoxypyridines via C-O bond cleavage.

Shiguang Pan1, Naoto Ryu, Takanori Shibata.   

Abstract

A cationic Ir(I) complex-catalyzed O-to-N-alkyl migration in 2-alkoxypyridines bearing a secondary alkyl group on the oxygen atom by C-O bond cleavage is described. The present transformation gave various N-alkylpyridones in moderate to good yields. The addition of sodium acetate played a key role in suppressing β-hydrogen elimination.

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Year:  2013        PMID： 23540513     DOI： 10.1021/ol400557z

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


  4 in total

1.  Iron-catalyzed cross-coupling of unactivated secondary alkyl thio ethers and sulfones with aryl Grignard reagents.

Authors:  Scott E Denmark; Alexander J Cresswell
Journal:  J Org Chem       Date:  2013-11-20       Impact factor: 4.354

2.  Regioselectivity and Mechanism of Synthesizing N-Substituted 2-Pyridones and 2-Substituted Pyridines via Metal-Free C-O and C-N Bond-Cleaving of Oxazoline[3,2-a]pyridiniums.

Authors:  Bo Li; Susu Xue; Yang Yang; Jia Feng; Peng Liu; Yong Zhang; Jianming Zhu; Zhijian Xu; Adrian Hall; Bo Zhao; Jiye Shi; Weiliang Zhu
Journal:  Sci Rep       Date:  2017-01-25       Impact factor: 4.379

3.  Enantioselective propargylic [1,3]-rearrangements: copper-catalyzed O-to-N migrations toward C-N bond formation.

Authors:  Li-Jie Cheng; Alexander P N Brown; Christopher J Cordier
Journal:  Chem Sci       Date:  2017-03-31       Impact factor: 9.825

4.  Copper-Catalyzed Trifluoromethylation of Alkoxypyridine Derivatives.

Authors:  Nandor Gyorfi; Emese Farkas; Norbert Nemet; Csaba Weber; Zoltan Novak; Andras Kotschy
Journal:  Molecules       Date:  2020-10-16       Impact factor: 4.411
  4 in total

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