Tetrahedron p. 11853 - 11858 (1999)
Update date:2022-08-03
Topics:
Yavari, Issa
Asghari, Sakineh
Acetoacetanilide undergoes a smooth reaction with triphenylphosphine and dialkyl acetylenodicarboxylates to produce dialkyl 2-(acetoacetanilide-2-yl)- 3-(triphenylphosphoranilidene)-butandioates, which undergo intramolecular Wittig reaction to produce 2-methyl-3-(N-phenylcarbonyl)-1,4- dialkoxycarbonylcyclobutenes. These cyclobutene derivatives undergo electrocyclic ring-opening reactions in boiling toluene to produce highly electron-deficient 1,3-dienes.
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Doi:10.1038/163604b0
(1949)Doi:10.1021/ja01047a035
(1969)Doi:10.1080/07328309908544046
(1999)Doi:10.1007/BF00470274
()Doi:10.1021/ja01118a016
(1953)Doi:10.1007/BF00995696
(1984)