Tetrahedron Letters

Reactions of nitric oxide with amines in the presence of dioxygen

T Nagano, H Takizawa, M Hirobe

Index: Nagano, Tetsuo; Takizawa, Hiromasa; Hirobe, Masaaki Tetrahedron Letters, 1995 , vol. 36, # 45 p. 8239 - 8242

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Citation Number: 58

Abstract

Nitric oxide (NO), a multifaceted bioregulatory agent and an environmental pollutant, can effectively convert aromatic amines to the corresponding triazenes under aerobic conditions, but not under anaerobic conditions. Nucleic acid bases and nucleosides are also deaminated via hydrolysis of the diazonium ion products with exposure to aerobic NO solution. A peroxynitrite radical or nitrogen dioxide is suggested to be the ultimate reactive ...