The Journal of Organic Chemistry

Palladium-Catalyzed Reactions of N-Allylbenzotriazoles with Amines: Intramolecular Allylamination Routes to 2-Vinylpyrrolidines and 2-Vinylpiperidines

AR Katritzky, J Yao, B Yang

文献索引：Katritzky, Alan R.; Yao, Jiangchao; Yang, Baozhen Journal of Organic Chemistry, 1999 , vol. 64, # 16 p. 6066 - 6070

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被引用次数: 26

摘要

Reactions of allylbenzotriazole (4a-d) with 1-bromo-3-chloropropane, 1-bromo-2-methyl-3- chloropropane, epibromohydrin (8), and 1-bromo-4-chlorobutane afforded the corresponding α-substituted allylbenzotriazoles (5a-d, 9, and 16a, b), which with primary amines in one-pot sequences produce 2-vinylpyrrolidines (7a-i), 2-ethylpyrrole (13), and 2- vinylpiperidines (18a-c) in good yields under mild conditions.