Bronsted acid-catalyzed intramolecular hydroamination of protected alkenylamines. Synthesis of pyrrolidines and piperidines

Bronsted acid-catalyzed intramolecular hydroamination of protected alkenylamines. Synthesis of pyrrolidines and piperidines
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DOI:
10.1021/ol025659j
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发表时间:
2002-05-02
期刊:
影响因子:
5.2
通讯作者:
Hartwig, JF
Hartwig, JF
中科院分区:
化学1区
文献类型:
--
作者:
Schlummer, B;Hartwig, JF

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在甲苯中,硝酸或硫酸催化氮原子上有吸电子基团的氨基烯烃的环化反应。吡咯烷和哌啶的产率很高。n -苯基苯胺也经过环化形成γ -内酰胺。
[GRAPHIC]The cyclization of aminoalkenes bearing an electron-withdrawing group on the nitrogen atom was catalyzed by triflic or sulfuric acid in toluene. Pyrrolidines and piperidines were formed in excellent yields. N-Phenylanilides also underwent cyclization to form gamma-lactams.