ACYLNITRILIUM IONS - VERSATILE NEW INTERMEDIATES FOR THE SYNTHESIS OF HIGHLY FUNCTIONALIZED HETEROCYCLES

被引:11
作者
LUEDTKE, G [1 ]
WESTLING, M [1 ]
LIVINGHOUSE, T [1 ]
机构
[1] MONTANA STATE UNIV,DEPT CHEM,BOZEMAN,MT 59717
关键词
D O I
10.1016/S0040-4020(01)88884-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acylnitrilium ions, generated by the exposure of alpha-ketoimidoyl chlorides to AgBF4, readily engage suitably disposed sites of molecular unsaturation in cyclization reactions leading to heterocyclic ring systems. This novel method for annulation is applicable to the construction of 5, 6, and 7 membered rings and is particularly useful for the synthesis of polyfunctional heterocycles possessing quaternary sites in the beta-position to nitrogen.
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页码:2209 / 2222
页数:14
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