Efficient syntheses of heterocycles and carbocycles by electrophilic cyclization of acetylenic aldehydes and ketones

被引:214
作者
Yue, DW [1 ]
Della Cà, N [1 ]
Larock, RC [1 ]
机构
[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
关键词
D O I
10.1021/ol049690s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Highly substituted oxygen heterocycles can be prepared in good yields at room temperature by reacting o-(1-alkynyl)-substituted arene carbonyl compounds with NBS, I-2, ICI, p-O2NC6H4SCl, or PhSeBr and various alcohols or carbon-based nucleophiles. Naphthyl ketones and iodides are readily prepared by the reaction of 2-(1-alkynyl)arene-carboxaldehydes with 12 and simple olefins or alkynes.
引用
收藏
页码:1581 / 1584
页数:4
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