Dimerization/Elimination of β-Styrylmalonates under Action of TiCl<sub>4</sub>
A new type of dimerization of dimethyl (β-styryl)malonates in the presence of TiCl<sub>4</sub> 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(2<i>H</i>)-tricarboxylat...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-12-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/1/270 |
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| author | D. D. Borisov G. R. Chermashentsev K. V. Potapov R. A. Novikov Yu. V. Tomilov |
| author_facet | D. D. Borisov G. R. Chermashentsev K. V. Potapov R. A. Novikov Yu. V. Tomilov |
| author_sort | D. D. Borisov |
| collection | DOAJ |
| description | A new type of dimerization of dimethyl (β-styryl)malonates in the presence of TiCl<sub>4</sub> 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(2<i>H</i>)-tricarboxylates and trimethyl 7-hydroxy-9,10-dihydro-5,9-methanobenzo[8]annulene-6,8,8(5<i>H</i>)-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</sub> was performed in the scope of the suggested mechanism. |
| first_indexed | 2024-03-09T03:29:25Z |
| format | Article |
| id | doaj.art-6534645bc98f4a51a4f6e4c1d5b69519 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T03:29:25Z |
| publishDate | 2022-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-6534645bc98f4a51a4f6e4c1d5b695192023-12-03T14:57:24ZengMDPI AGMolecules1420-30492022-12-0128127010.3390/molecules28010270Dimerization/Elimination of β-Styrylmalonates under Action of TiCl<sub>4</sub>D. D. Borisov0G. R. Chermashentsev1K. V. Potapov2R. A. Novikov3Yu. V. Tomilov4N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, RussiaA new type of dimerization of dimethyl (β-styryl)malonates in the presence of TiCl<sub>4</sub> 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(2<i>H</i>)-tricarboxylates and trimethyl 7-hydroxy-9,10-dihydro-5,9-methanobenzo[8]annulene-6,8,8(5<i>H</i>)-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</sub> was performed in the scope of the suggested mechanism.https://www.mdpi.com/1420-3049/28/1/270styrylmalonates(2-arylethylidene)malonatesdimerization/eliminationtitanium tetrachloride |
| spellingShingle | D. D. Borisov G. R. Chermashentsev K. V. Potapov R. A. Novikov Yu. V. Tomilov Dimerization/Elimination of β-Styrylmalonates under Action of TiCl<sub>4</sub> Molecules styrylmalonates (2-arylethylidene)malonates dimerization/elimination titanium tetrachloride |
| title | Dimerization/Elimination of β-Styrylmalonates under Action of TiCl<sub>4</sub> |
| title_full | Dimerization/Elimination of β-Styrylmalonates under Action of TiCl<sub>4</sub> |
| title_fullStr | Dimerization/Elimination of β-Styrylmalonates under Action of TiCl<sub>4</sub> |
| title_full_unstemmed | Dimerization/Elimination of β-Styrylmalonates under Action of TiCl<sub>4</sub> |
| title_short | Dimerization/Elimination of β-Styrylmalonates under Action of TiCl<sub>4</sub> |
| title_sort | dimerization elimination of β styrylmalonates under action of ticl sub 4 sub |
| topic | styrylmalonates (2-arylethylidene)malonates dimerization/elimination titanium tetrachloride |
| url | https://www.mdpi.com/1420-3049/28/1/270 |
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