Dimerization/Elimination of β-Styrylmalonates under Action of TiCl(4)

A new type of dimerization of dimethyl (β-styryl)malonates in the presence of TiCl(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-...

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Autores principales: Borisov, D. D., Chermashentsev, G. R., Potapov, K. V., Novikov, R. A., Tomilov, Yu. V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9822291/
https://www.ncbi.nlm.nih.gov/pubmed/36615464
http://dx.doi.org/10.3390/molecules28010270
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author Borisov, D. D.
Chermashentsev, G. R.
Potapov, K. V.
Novikov, R. A.
Tomilov, Yu. V.
author_facet Borisov, D. D.
Chermashentsev, G. R.
Potapov, K. V.
Novikov, R. A.
Tomilov, Yu. V.
author_sort Borisov, D. D.
collection PubMed
description A new type of dimerization of dimethyl (β-styryl)malonates in the presence of TiCl(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(4) was performed in the scope of the suggested mechanism.
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spelling pubmed-98222912023-01-07 Dimerization/Elimination of β-Styrylmalonates under Action of TiCl(4) Borisov, D. D. Chermashentsev, G. R. Potapov, K. V. Novikov, R. A. Tomilov, Yu. V. Molecules Article A new type of dimerization of dimethyl (β-styryl)malonates in the presence of TiCl(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(4) was performed in the scope of the suggested mechanism. MDPI 2022-12-29 /pmc/articles/PMC9822291/ /pubmed/36615464 http://dx.doi.org/10.3390/molecules28010270 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Borisov, D. D.
Chermashentsev, G. R.
Potapov, K. V.
Novikov, R. A.
Tomilov, Yu. V.
Dimerization/Elimination of β-Styrylmalonates under Action of TiCl(4)
title Dimerization/Elimination of β-Styrylmalonates under Action of TiCl(4)
title_full Dimerization/Elimination of β-Styrylmalonates under Action of TiCl(4)
title_fullStr Dimerization/Elimination of β-Styrylmalonates under Action of TiCl(4)
title_full_unstemmed Dimerization/Elimination of β-Styrylmalonates under Action of TiCl(4)
title_short Dimerization/Elimination of β-Styrylmalonates under Action of TiCl(4)
title_sort dimerization/elimination of β-styrylmalonates under action of ticl(4)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9822291/
https://www.ncbi.nlm.nih.gov/pubmed/36615464
http://dx.doi.org/10.3390/molecules28010270
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