1966 年 86 巻 1 号 p. 59-66
Nitration of 2-phenylquinoline 1-oxide (I) gives a 4-nitro compound. Reaction of 2-phenylquinoline 1-oxide (I), 4-phenylquinoline 1-oxide (XI), and 2, 4-diphenylquinoline 1-oxide (XVI) with acylating agents was examined under various conditions. The reaction of XI all progressed towards formation of 2-substituted compounds. On the other hand, reaction of I sometimes furnished 4-substituted compounds (III, IV, VI, VIII) and sometimes 3-, 6-, and 8-acyloxyl compounds (V, IX, X). Reaction of XVI invariably produced 3-, 6-, and 8-hydroxy derivatives. Considerations were made on the mechanism of this reaction.