The Journal of Organic Chemistry

Superoxide oxidation: a novel route to aromatic 1, 2-dicarboxylic acids

C Sotiriou, W Lee, RW Giese

文献索引：Sotiriou, Chariklia; Lee, Wenni; Giese, Roger W. Journal of Organic Chemistry, 1990 , vol. 55, # 7 p. 2159 - 2164

全文：HTML全文

被引用次数: 37

摘要

Potassium superoxide in aprotic media, in the presence of 18-crown-6 ether, effects a novel and mild oxidative cleavage of quinones, cyclic alcohols, and ketones fused to various aromatic hydrocarbons. Aromatic 1, 2-dicarboxylic acids are obtained as major products, with highest yields in dimethylformamide, under oxygen or air. For example, the yield of pyrene-1, 2-dicarboxylic acid is 82% from 9, 10-dihydrobenzo [a] pyren-7 (8H)-one and 88 ...