Acid-catalyzed intermolecular rearrangement of N-chlorocarbazole

…, A Quesada P, DJ Dodsworth

文献索引：Rosa, Michael De; Quesada, Andres P.; Dodsworth, David J. Journal of Organic Chemistry, 1987 , vol. 52, # 2 p. 173 - 175

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被引用次数: 12

摘要

The chlorination of carbazole with sodium hypochlorite in CH2CI2, CHC13, or CCll gave N- chlorocarbazole in 63-95% yield. It rearranged in refluxing methanol to give carbazole, 3- chlorocarbazole, 1-chlorocarbazole, 3, 6-dichlorocarbazole, and 1, 6-dichlorocarbazole. These chlorocarbazoles were formed in an acid-catalyzed intermolecular reaction. In the presence of potassium carbonate dechlorination of N-chlorocarbazole was observed. No ...