85526-30-3Relevant articles and documents
A New Synthesis and Cycloreactions of α-Acyl- and α-Sulfonylketene Imines
Capuano, Lilly,Moersdorf, Peter,Scheidt, Horst
, p. 741 - 750 (2007/10/02)
The title compounds 4 are prepared by the thermolysis of 2-diazo-1,3-diketones and 2-diazo-2-sulfonylketones 1 with triphenylphosphane imides.Isonitriles 6 add to the acylketene imines to give the hitherto unknown 2,3-dihydro-2,3-diiminofurans 10.Dimroth rearrangement into the 3-imino-2-pyrrolone derivatives 15, 16 does not occur.The latter are available from 2-pyrrolone.In analogy to 10, the imidoylketene imine 18 and the imidoylketene 21 react with 6 to afford the 4,5-diimino-2-pyrroline 19 and the isatin 2-imide 22, respectively.In contrast, addition of 6 to C-or N-(arylsulfonyl)ketene imines leads to anellation to give the 3-iminoindoline 11 and the 1-iminoindene 12, respectively.