Formation of 2-methylene-1,3-oxathiole derivatives in the rhodium(II) acetate-catalyzed reaction of α-diazocarbonyl compounds with carbon disulfide

摘要

The rhodium(II) acetate-catalyzed reaction of α-diazocarbonyl compound with carbon disulfide gave 1,3-oxathiole-2-thione, 2-methylene-1,3- oxathiole, and 2,2′-spirobis(1,3-oxathiole) derivatives depending on the substituent on the diazo compounds via 1,5- or 1,3-electrocyclization of thiocarbonyl ylide intermediate formed by the reaction of rhodium carbenoid with thiocarbonyl group.