RHODIUM(II) CATALYZED CYCLIZATION OF DIAZO THIOCARBONYL COMPOUNDS FOR HETEROCYCLIC SYNTHESIS
The mesoionic thioisomuenchnone 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 α-diazo-β-oxo ester containing a thiocarbonyl group produced a cyclic thiocarbonyl ylide which extruded sulfur from a transient episulfide intermediate.
Padwa, Albert,Kinder, Frederic R.,Nadler, William R.,Zhi, Lin
p. 367 - 383
(2007/10/02)
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