1131538-79-8Relevant articles and documents
Reaction of alkyl-3-nitro- and -3-bromo-3-nitroacrylates with 2-(2-nitroethenyl)furan
Berestovitskaya,Anisimova,Kataeva,Berkova,Jager
, p. 954 - 962 (2008)
The diene condensation of β-nitro and β-bromo-β- nitroacrylates with 2-(2-nitroethenyl)furan as 1,3-diene leads to a mixture of regioisomeric tetrahydrobenzofurans transforming under the reaction conditions into benzofurancarboxylates due to the easy dehydrohalogenation, denitration, and dehydration. In the case of a gem-bromonitroacrylate reaction takes two routes: diene synthesis and alkylation of the furan ring, the latter process prevailing. The structure of products formed was established by spectral methods. The investigation of geometry of 2-(1-methoxycarbonyl-2-nitroethenyl)- 5-(2-nitroethenyl)furan by XRD analysis showed that its vinyl fragments have the coplanar chelate-like structure with the cisoid orientation of the CO 2Me and NO2 groups. The ester group deviates from the plane of the the carbon-carbon multiple bond.
