Intermolecular and Intramolecular -Amidoalkylation Reactions Using Bismuth Triflate as the Catalyst
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- 作者：Fré ; dé ; ric Pin ; Sé ; bastien Comesse ; Bernard Garrigues ;
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- 刊名：Journal of Organic Chemistry
- 出版年：2007
- 出版时间：February 16, 2007
- 年：2007
- 卷：72
- 期：4
- 页码：1181 - 1191
- 全文大小：239K
- 年卷期：v.72,no.4(February 16, 2007)
- ISSN：1520-6904
文摘
-amidoalkylation process seems to be effective inintermolecular and intramolecular manners leading to -substituted lactams and heterocyclic systemscontaining azacycles, respectively. By comparing our results with those obtained with the classical Lewisacids as catalysts, it was evidenced clearly that the use of bismuth(III) triflate had been efficient fornearly all -acetoxy lactams we used, except for N-acyliminium precursors bearing a sulfur atom. Also,the process seems to be easy, general, and clean, having diastereoselectivity comparable to protocolsusing classical Lewis acids and resulting in the formation of polyheterocyclic systems in good to excellentyields (64-99% in acetonitrile as solvent).