67748-01-0Relevant articles and documents
Simple and condensed β-lactams. Part 32. Base- and acid-catalyzed ring expansions of 3-substituted 4-acetylazetidin-2-ones and related compounds
Sapi, Attila,Fetter, Jozsef,Lempert, Karoly,Kajtar-Peredy, Maria,Czira, Gabor
, p. 190 - 202 (2007/10/03)
On treatment with bases, the C3-C4 bonds of the 3-substituted 4-(1-iminoethyl)-or 4-acetylazetidin-2-ones 8f, 8g and 8i are cleaved heterolytically to afford, depending on the nature of the 3-substituent, ring expansion or other products (14, 19 and 27, respectively). Related compound 8h undergoes a base-induced ring transformation to afford compound 23 only after oxidation to the stereoisomeric disulfanes 20. Compound 8d, when treated with HCl, undergoes a ring transformation to pyrrolidin-2-one 32.