Nitrosation of phenolic substrates under mildly basic conditions: Selective preparation of p-quinone monooximes and their antiviral activities

T Ishikawa, T Watanabe, H Tanigawa…

文献索引：Ishikawa, Tsutomu; Watanabe, Toshiko; Tanigawa, Hisashi; Saito, Tatsuru; Kotake, Ken-Ichiro; Ohashi, Yoshiaki; Ishii, Hisashi Journal of Organic Chemistry, 1996 , vol. 61, # 8 p. 2774 - 2779

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被引用次数: 24

摘要

Nitrosation of 3-methoxyphenol and 1-naphthol were examined under both acidic (NaNO2- EtCO2H-H2O) and basic (i-AmNO2-K2CO3-DMF) conditions. Acidic nitrosations afforded ortho-directed products, whereas para-directed nitrosations were observed under basic conditions to yield p-quinone monooximes. The basic para-directed nitrosation was further examined using 15 phenols, two naphthols, and four phenolic heterocyclics. A one-pot ...