89862-65-7Relevant academic research and scientific papers
Synthesis of 1-Aryl-4-carboxymethyl-2-azetidinones
Ongania, Karl-Hans,Pawlowski, Renata
, p. 95 - 100 (2007/10/02)
The photochemically induced rearrangement of the 4-diazoacetyl-2-azetidinones 2a-d in water/acetonitrile leads exclusively to the title compounds 3a-d provided that certain reaction conditions are fulfilled.This is in contrast to the thermal, silveroxide catalysed Wolff-rearrangement of 2a in alcohols which always gives a mixture of 4, 5 and 6.The mechanism of the 1,4-ringopening of 2a to 5 and 6 is discussed. - Keywords: 1-Aryl-4-carboxymethyl-2-azetidinones, 1-Aryl-4-diazoacetyl-2-azetidinones, Diazomethane, Pentendicarboxylicacidesterhalfanilides, Wolff-Rearrangement
