Ruthenium(II)-Porphyrin Catalyzed Selective N-Imidation of Aromatic Nitrogen Heterocycles

Yan Jiang; Guo-Chuan Zhou; Guang-Li He; Ling He; Ju-Lian Li; Shi-Long Zheng

doi:10.1055/s-2007-966048

PAPER

Ruthenium(II)-Porphyrin Catalyzed Selective N-Imidation of Aromatic Nitrogen Heterocycles

Yan Jiang^a, Guo-Chuan Zhou^a, Guang-Li He^a, Ling He*^a, Ju-Lian Li^a, Shi-Long Zheng^a,b
^a Department of Medicinal Chemistry and Key Laboratory of Drug-Targeting of Education Ministry of China, West China School of Pharmacy, Sichuan University, No. 17, Section 3, South Renmin Road, Chengdu, Sichuan 610041, P. R. of China
Fax: +86(28)85502940; e-Mail: lhe2001@sina.com; e-Mail: szheng@gsu.edu;
^b Department of Chemistry, Georgia State University, Atlanta, GA 30302-4908, USA

Abstract

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Abstract

Ruthenium(II)-porphyrin (0.5 mol%) catalyzed N-imidations of aromatic nitrogen heterocycles with phenyl(tosylimino)iodinane under mild conditions were achieved in good yields (<94%). The effects of substituent, catalyst, temperature, and solvent on the reaction have been investigated. It was found that the catalyst significantly affected the yield and selectivity of imidation reaction for aromatic nitrogen heterocycles at 30 °C.

Key words

ruthenium porphyrin - N-imidation - aromatic nitrogen heterocycle - catalysis

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