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Dimerization/Elimination of β-Styrylmalonates under Action of TiCl[sub.4]

A new type of dimerization of dimethyl (β-styryl)malonates in the presence of TiCl[sub.4] accompanied by elimination of a methanol molecule was discovered. Selective methods for the synthesis of substituted trimethyl 4-hydroxy-[1,1′-biaryl]-3,3,5(2H)-tricarboxylates and trimethyl 7-hydroxy-9,10-dihy...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2022-12, Vol.28 (1)
Main Authors: Borisov, D. D, Chermashentsev, G. R, Potapov, K. V, Novikov, R. A, Tomilov, Yu. V
Format: Article
Language:English
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Summary:A new type of dimerization of dimethyl (β-styryl)malonates in the presence of TiCl[sub.4] accompanied by elimination of a methanol molecule was discovered. Selective methods for the synthesis of substituted trimethyl 4-hydroxy-[1,1′-biaryl]-3,3,5(2H)-tricarboxylates and trimethyl 7-hydroxy-9,10-dihydro-5,9-methanobenzo[8]annulene-6,8,8(5H)-tricarboxylates were developed. The regularities of the occurring processes were determined and a similar reaction of β-styrylmalonate with benzylidenemalonate in the presence of TiCl[sub.4] was performed in the scope of the suggested mechanism.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules28010270