A NITROKETENE TO NITRILE OXIDE TRANSFORMATION

Citation
Co. Kappe et al., A NITROKETENE TO NITRILE OXIDE TRANSFORMATION, Journal of the Chemical Society, Chemical Communications, (6), 1992, pp. 485-486
Citations number
21
ISSN journal
00224936
Issue
6
Year of publication
1992
Pages
485 - 486
Database
ISI
SICI code
0022-4936(1992):6<485:ANTNOT>2.0.ZU;2-L
Abstract
2,3-Dihydropyrrole-2,3-diones 1 thermally extrude CO, giving imidoylke tenes 2, which cyclise efficiently to 4-quinolones 3; however, the ana logous nitro(imidoyl)ketene 5 eliminates CO2 and rearranges to the 3-o ximino-3H-indole 9, presumably via an imidoylnitrile oxide 7.