Monatshefte fur Chemie p. 381 - 387 (1997)
Update date:2022-08-18
Topics:
Abd El-Nabi
Kollenz
Furan-2,3-dione 1 reacts with arylisocyanates to the corresponding pyrrol-2,3-diones 2, whereas conversion with diisopropylcarbodiimide affords the oxazepin-6,7-dione derivative 3 in 68% yield. 1,3-Oxazines 5, 6, and 7 were obtained by thermolysis of 1 in boiling xylene in presence of arylisocyanates, diphenylketen-p-tolylimine, and Schiff bases, most likely by trapping the α-oxoketene intermediate 4. Preparative flash vakuum pyrolysis (FVP) of 1 and 2b gave 8 and 9, respectively.
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