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Reactions of Cyclobutenediones, LXII. - 3-(α-Bromoalkyl)-4-phenylcyclobutene-1,2-diones
Ried, Walter,Vogl, Manfred,Knorr, Harald
, p. 396 - 405 (2007/10/02)
Bromination of 3-alkyl-4-phenylcyclobutene-1,2-dione 1a-c leads to the title compounds 2a-c and 4 which react with C, O, and S nucleophiles to yield the substitution products 3a-r, 5a, and 5b.Hydrolysis of the acylal 5a furnishes the ring enlarged structure 7.With hydrogen sulfide 2a, b are converted into the dispiro compounds 9a, b.Reaction of 2a with the thiocarbonyl compounds 11a-d affords the salts 12a-d from which 12c and 12d can be degraded to give the (β-anilinoalkenyl)cyclobutenediones 13a and b.
