72228-26-3Relevant articles and documents
Catalyst-free, high-yield, and stereospecific synthesis of 3-phenylthio β-lactam derivatives
Jiao, Lei,Liang, Yong,Zhang, Qianfeng,Zhang, Shiwei,Xu, Jiaxi
, p. 659 - 665 (2007/10/03)
α-Diazocarbonyl compounds are good precursors of ketenes in the Staudinger reaction. On the basis of the reactions of S-phenyl diazothioacetate with imines under the catalysis of Rh2(OAc)4 a method for the synthesis of 3-phenylthio β
Rhodium-Catalyzed Rearrangement of α-Diazo Thiol Esters to Thio-Substituted Ketenes. Application in the Synthesis of Cyclobutanones, Cyclobutenones, and β-Lactams
Lawlor, Michael D.,Lee, Thomas W.,Danheiser, Rick L.
, p. 4375 - 4384 (2007/10/03)
Exposure of α-diazo thiol esters (1) to the action of catalytic rhodium(II) acetate leads to a remarkably facile "thia-Wolff rearrangement", producing thio-substituted ketenes which combine with a variety of ketenophiles to provide access to α-thiocyclobutanones, cyclobutenones, and β-lactams. Reductive desulfurization of these cycloadducts takes place under mild conditions and in excellent yield, and this sequence thus represents a useful new alternative to the existing dichloroketene-based methodology for the synthesis of four-membered carbocycles and heterocycles.
