Journal of the Chemical Society. Perkin transactions I p. 283 - 290 (1992)
Update date:2022-08-06
Topics:
Nicolaides, Demetrios N.
Adamopoulos, Spyros G.
Lefkaditis, Demetrios A.
Litinas, Konstantinos E.
Tarantili, Petroula V.
The reactions of ortho-quinones 1a, 1c and 1d with ylide 2 in the presence of triphenylphosphine afforded the ylides 11a, 11c and 11d and compound 12.The reactions of 1a and 1c with 2 in refluxing methanol or ethanol gave compounds 16 and 17 respectively, while the reactions of 1a-d with 2 in acetic anhydride yielded the acetates 18a, 18b, 18d and 19b, 19d, the furan derivative 24 and the ylide 25.Compounds 8 and 9 were also obtained in most of the above reactions.Wittig reactions of the ylides 11a, 11c with p-nitrobenzaldehyde and of ylide 2 with coumarins 8a and 29 resulted in compounds 14a, 14c, 26 and 30 respectively.The transformations of compounds 18, 19 into 8, 9 as well as of compound 26 into 28 were also studied.
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