RHODIUM(II) CATALYZED CYCLIZATION OF DIAZO THIOCARBONYL COMPOUNDS FOR HETEROCYCLIC SYNTHESIS

被引:26
|
作者
PADWA, A
KINDER, FR
NADLER, WR
ZHI, L
机构
[1] Department of Chemistry, Emory University, Atlanta
关键词
D O I
10.3987/COM-92-S29
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The mesoionic thioisomunchnone system was prepared from the rhodium(II) acetate catalyzed cyclization of a diazothioamide and was found to undergo smooth 1,3-dipolar cycloaddition with N-phenylmaleimide. In contrast to this system, the rhodium(II) reaction of an alpha-diazo-beta-oxo ester containing a thiocarbonyl group produced a cyclic thiocarbonyl ylide which extruded sulfur from a transient episulfide intermediate.
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页码:367 / 383
页数:17
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