Reactions of nitroarenes with Grignard reagents. General method of synthesis of alkyl-nitroso-substituted bicyclic aromatic systems

Abstract

Conjugated addition of Grignard reagents to nitro-compounds provides a new method of synthesis for alkyl-nitrosoderivatives in the naphthalene, quinoline, indole, benzothiophen, benzoxazole, and benzothiazole series. The mechanism is discussed. Detailed mass spectra as well as 1H n.m.r. spectra are reported for unknown nitroso-compounds.