Synthesis of Substituted β-Styrylmalonates by Sequential Isomerization of 2-Arylcyclopropane-1,1-dicarboxylates and (2-Arylethylidene)malonates

Synthesis of Substituted β-Styrylmalonates by Sequential Isomerization of 2-Arylcyclopropane-1,1-dicarboxylates and (2-Arylethylidene)malonates Full article

Journal

Synthesis-Stuttgart
ISSN: 1437-210X , E-ISSN: 0039-7881

Output data

Year: 2021, Volume: 53, Number: 13, Pages: 2253-2259 Pages count : 7 DOI: 10.1055/a-1348-4311

Authors

Borisov Denis D. ¹ , Chermashentsev Grigorii R. ^1,2 , Novikov Roman A. ¹ , Tomilov Yury V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences,
2	Department of Chemistry, Lomonosov Moscow State University

A method has been developed for the synthesis of substituted β-styrylmalonates by conversion of 2-arylcyclopropane-1,1-dicarboxylates (ACDCs) in the presence of gallium trichloride into the corresponding 1,2-zwitterionic intermediates or (2-arylethylidene)malonates, followed by treatment with pyridine at room temperature leading to an isomerization of the emerging double bond. This method allows one to expand these reactions to include ACDCs with acceptor substituents at the aromatic ring.

Borisov D.D. , Chermashentsev G.R. , Novikov R.A. , Tomilov Y.V.
Synthesis of Substituted β-Styrylmalonates by Sequential Isomerization of 2-Arylcyclopropane-1,1-dicarboxylates and (2-Arylethylidene)malonates
Synthesis-Stuttgart. 2021. V.53. N13. P.2253-2259. DOI: 10.1055/a-1348-4311 WOS Scopus OpenAlex

≡ Web of science:	WOS:000620341400001
≡ Scopus:	2-s2.0-85101770810
≡ OpenAlex:	W3121026378