Nitrosation of Active Methyl and Methylene Groups on N-Heteroaromatics

Yoshinobu      Tagawa

doi:10.2174/157019311795177709

Abstract

The preparation of oxime by nitrosation of active methyl and methylene groups of N-heteroaromatics is presented. The reaction of N-heteroaromatics with alkyl nitrite in the presence of a base in liq. NH3 or THF and the difference of reactivity based on E-Z geometrical isomers of oxime are discussed experimentally and theoretically.

Keywords: Nitrosation, active methyl and methylene groups, N-heteroaromatics, alkyl nitrite, liquid ammonia, oxime, geometrical isomer, vasodilator

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Mini-Reviews in Organic Chemistry

Title: Nitrosation of Active Methyl and Methylene Groups on N-Heteroaromatics

Volume: 8 Issue: 2

Author(s): Yoshinobu Tagawa

Affiliation:

Keywords: Nitrosation, active methyl and methylene groups, N-heteroaromatics, alkyl nitrite, liquid ammonia, oxime, geometrical isomer, vasodilator

Abstract: The preparation of oxime by nitrosation of active methyl and methylene groups of N-heteroaromatics is presented. The reaction of N-heteroaromatics with alkyl nitrite in the presence of a base in liq. NH3 or THF and the difference of reactivity based on E-Z geometrical isomers of oxime are discussed experimentally and theoretically.

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Tagawa Yoshinobu, Nitrosation of Active Methyl and Methylene Groups on N-Heteroaromatics, Mini-Reviews in Organic Chemistry 2011; 8 (2) . https://dx.doi.org/10.2174/157019311795177709