✍ Scribed by Girija S. Singh; Patrick M. Luntha
No coin nor oath required. For personal study only.
Titled spiroazetidinones 1a, 1b undergo reductive cleavage on treatment with excess lithium aluminum hydride forming 3‐benzhydryl‐1‐methylindole as the main product together with a γ‐amino alcohol depending upon the substituent present on the azetidin‐2‐one ring. Treatment of 1a with Ce(IV) ammonium nitrate affords 2‐hydroxy‐N‐(4‐methoxyphenyl)‐2,2‐diphenylacetamide besides the anticipated N‐unsubstituted 2‐azetidinone, whereas a similar treatment of 1‐benzhydryl‐3,3‐diphenyl‐2‐azetidinone 1b affords the ring expansion product 1,3‐oxazolidin‐4‐one. The products have been characterized on the basis of satisfactory analytical and spectral (IR, ^1^H and ^13^C‐NMR, DEPT, HMBC) data and their formation is discussed. J. Heterocyclic Chem., (2011).
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## Abstract magnified image The paper describes the synthesis of new 1,3,3‐triary‐1′‐methylspiro[azetidine‐2,3′‐indoline]‐2′,4‐diones from reaction of the 2‐diazo‐1,2‐diarylethanones with 3‐arylimino‐1‐methyl‐2‐indolinones. The compounds have been characterized by satisfactory analytical and spect
## Abstract Titled compounds undergo selective N‐C cleavage on treatment with sodium hydroxide in ethanol affording a series of novel isatin‐based spiroazetidinones.