期刊
ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 2, 期 4, 页码 330-335出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201200193
关键词
aromatization; beta-keto esters; ceric ammonium nitrate; nitroallylic acetate; pyrroles
资金
- National Science Council of the Republic of China [NSC 99-2113M-003-002-MY3]
- National Taiwan Normal University [100-D-06]
A three-component, one-pot, synthesis of N-protected tetrasubstituted pyrroles has been developed by treating nitroallylic acetates with an amine and a beta-keto ester mediated by ceric ammonium nitrate in MeOH. By this method, a diverse array of N-protected pyrrole 2,4-dicarboxylic acid derivatives have been synthesized in 37-76% yield. The reactions proceed smoothly through an interesting S(N)2' displacement and aromatization process.
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