Dimerization/Elimination of β-Styrylmalonates under Action of TiCl4

Dimerization/Elimination of β-Styrylmalonates under Action of TiCl4 Full article

Journal

Molecules
ISSN: 1420-3049

Output data

Year: 2023, Volume: 28, Number: 1, Article number : 270, Pages count : DOI: 10.3390/molecules28010270

Authors

Borisov D D ¹ , Chermashentsev G R ¹ , Potapov K V ¹ , Novikov R A ¹ , Tomilov Yu V ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, Russia

A new type of dimerization of dimethyl (β-styryl)malonates in the presence of TiCl4 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 TiCl4 was performed in the scope of the suggested mechanism.

Borisov D.D. , Chermashentsev G.R. , Potapov K.V. , Novikov R.A. , Tomilov Y.V.
Dimerization/Elimination of β-Styrylmalonates under Action of TiCl4
Molecules. 2023. V.28. N1. 270 . DOI: 10.3390/molecules28010270 WOS Scopus OpenAlex

≡ Web of science:	WOS:000908709700001
≡ Scopus:	2-s2.0-85145753095
≡ OpenAlex:	W4313237990