Generation and cascade reactions of N-[1,2-bis(methoxycarbonyl)vinyl]pyridinium species

Generation and cascade reactions of N-[1,2-bis(methoxycarbonyl)vinyl]pyridinium species Full article

Journal

Mendeleev Communications
ISSN: 1364-551X , E-ISSN: 0959-9436

Output data

Year: 2022, Volume: 32, Number: 2, Pages: 262-264 Pages count : 3 DOI: 10.1016/j.mencom.2022.03.037

Authors

Trainov Konstantin P. ¹ , Salikov Rinat F. ¹ , Belyy Alexander Yu. ¹ , Kuznetsova Agata N. ^2,1 , Khitrov Mikhail D. ^2,1 , Ilyushchenko Matvey K. ^2,1 , Sokolova Alena D. ¹ , Platonov Dmitry N. ¹ , Tomilov Yury V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation
2	Department of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation

The configuration of N-[1,2-bis(methoxycarbonyl)vinyl]-pyridinium intermediate generated from stereoisomers of dimethyl dibromosuccinate or dimethyl bromobutenedioate does not depend on the precursors’ configuration, as distinct from the yields and the reaction rates. The use of various nucleophiles in these cascade reactions gives either cycloheptadieneoctacarboxylic or cycloheptatrienehepta-carboxylic esters along with pyridinium 5-dicyano-methylidene-2,3,4-tris(methoxycarbonyl)cyclopenta-1,3-dien-1-olate. In the latter case, the acyclic ‘Diels’ golden adduct’ was detected, and its structure was refined.

Trainov K.P. , Salikov R.F. , Belyy A.Y. , Kuznetsova A.N. , Khitrov M.D. , Ilyushchenko M.K. , Sokolova A.D. , Platonov D.N. , Tomilov Y.V.
Generation and cascade reactions of N-[1,2-bis(methoxycarbonyl)vinyl]pyridinium species
Mendeleev Communications. 2022. V.32. N2. P.262-264. DOI: 10.1016/j.mencom.2022.03.037 WOS Scopus OpenAlex

≡ Web of science:	WOS:000807715400037
≡ Scopus:	2-s2.0-85127351943
≡ OpenAlex:	W4220982016