Tetrahedron letters

Efficient oxidation of cycloalkanols by sodium nitrite with molecular oxygen in trifluoroacetic acid

Y Matsumura, Y Yamamoto, N Moriyama, S Furukubo…

Index: Matsumura, Yoshihiro; Yamamoto, Yutaka; Moriyama, Noriaki; Furukubo, Shigeru; Iwasaki, Fumiaki; Onomura, Osamu Tetrahedron Letters, 2004 , vol. 45, # 44 p. 8221 - 8224

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Citation Number: 14

Abstract

Oxidation of aliphatic cycloalkanols by sodium nitrite in trifluoroacetic acid gave α, ω- dicarboxylic acids in good yields. Adipic acid was obtained in a quantitative yield from cyclohexanol using 1equiv of sodium nitrite under oxygen atmosphere but the oxidation required more than 3equiv of sodium nitrite under nitrogen atmosphere. The oxidation method was applicable to the conversion of 1-alkanols to the corresponding carboxylic ...