The saga of development of plastic surgery at K. G.′s Medical University

Reactions of α‐diazoketones with indolinone imines: Synthesis of new 1,3,3‐triaryl‐1′‐methylspiro[azetidine‐2,3′‐indoline]‐2′,4‐diones

“…The 2-azetidinones are biologically important compounds [12]. It is worth mentioning that only a few stable spiroazetidinones are reported in the literature [4,8,[13][14][15]. C spectra of the product 3a, the disappearance of the band at 1610 cm -1 corresponding to imino linkage and imino carbon at 165.7 ppm, respectively confirmed the reaction at azomethine linkage of the 2a.…”

Reactions of Organic Nitrogen Compounds with Carbenoids and Diarylketenes from Diazoalkanes and Diazocarbonyls

“…The reaction of 2-diazo-1,2-diarylethanones 1d-e with 1,1-diarylmethanimines 77 in the presence of Cu(acac) 2 , offered a useful method for synthesis of the 3-oxazolines 88 through 1, 5-cyclization of the azomethine ylides 89, formed from copper-carbenoid and imino nitrogen (Scheme 27) [37]. An N-substituted imine, N-benzylidene methanimine 90 is also reported to form an azomethine ylide 91 in a CuBrcatalyzed reaction with ethyl diazoacetate 10 or phenyl diazomethane 92 [40].…”

“…1,1-diarylmethanimines 77, leads to the synthesis of amidoethers 78 (Scheme 24)[37]. However, the thermal or photochemical decomposition of α-diazoketones also serves as a powerful tool for in situ generation of the ketenes and has been employed successfully in nucleophilic additions and cycloaddition reactions.…”

Selective and Convenient Protection of Aldehydes as Azines under Solvent‐Free Conditions

“…11 The usual method for the preparation of azines involves treatment of carbonyl compounds with hydrazine hydrate and acetic acid in ethanol. 12 Recently, a few methods have been reported for the synthesis of azines under various conditions, 4,13-15 but none of them are simple and most require elevated temperatures, 13 complex catalysts 14 and microwave irradiation. 15 There is, therefore, a need to develop a convenient and mild procedure for the preparation of azines.…”