Decomposition products of pyrazolines formed from 3-alkylthioinden-1-ones and diazomethane

Abstract

1-Pyrazoline are formed by the addition of diazomethane to 2-substituted 3-alkylthioinden-1-ones, and on pyrolysis they yield the corresponding 2-substituted 4-alkylthio-1-naphthols and 3-alkylthiomethylinden-1-ones. Diazomethane adds less readily to 3-methoxy-2-phenylinden-1-one and decomposition of the resulting pyrazoline yields only 4-methoxy-2-phenyl-1-naphthol which is partially converted into 2-phenyl-1,4-naphthoquinone during work-up.