Synthesis, Table of Contents PAPER © Georg Thieme Verlag Stuttgart ˙ New York Selective N-Nitrosation of Amines, N-Alkylamides and N-Alkylureas by N2O4 Supported on Cross-Linked Polyvinylpyrrolidone (PVP-N2O4) Nasser Iranpoor*, Habib Firouzabadi*, Ali-Reza PouraliDepartment of Chemistry, Shiraz University, Shiraz 71454, Iran Fax: +98(711)2280926; e-Mail: iranpoor@chem.susc.ac.ir; firouzabadi@chem.susc.ac.ir.; Recommend Article Abstract Buy Article All articles of this category Abstract N2O4 was supported on the cross-linked polyvinylpyrrolidone (PVP) to afford a solid, stable and recyclable nitrosating agent. This reagent shows excellent selectivity for N-nitrosation of dialkyl amines in the presence of diaryl-, arylalkyl-, trialkylamines and also for secondary amides in dichloromethane at room temperature under mild and heterogeneous conditions. Also N-nitroso-N-alkyl amides can be selectively prepared in the presence of primary amides and N-phenylamides under similar reaction conditions. Selective N-nitrosation or dealkylation and N-nitrosation of tertiary amines can also be performed by this reagent. Key words N-nitrosation - amine - amide - urea - polyvinylpyrrolidone Full Text References References 1a Ignarro LJ. Angew. Chem. Int. Ed. 1999, 38: 1882 1b Murad F. Angew. Chem. Int. Ed. 1999, 38: 1856 1c Pfeiffer S. Mayer B. Hemmens B. Angew. Chem. Int. Ed. 1999, 38: 1714 2a Montague PR. Gancayco CD. Winn MJ. Marchase RB. Friedlander MJ. Science 1994, 263: 973 2b Kwon S. George SC. NITRIC OXIDE: Biology and Chemistry 1999, 3: 348 2c Feldmam PL. Griffith OW. Stuehr DJ. Chem. Eng. News 1993, 71(Dec. 20): 26 3 Feelisch M. Stamler JS. In Methods in Nitric Oxide Research Feelisch M. Stamler JS. Wiley; Chichester: 1996. Chap. 7. 4a Wang PG. Xian M. Tang X. Wu X. Wen Z. Cai T. Janczuk AJ. Chem. Rev. 2002, 102: 1091 4b Tanno M. 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