IMDAV reaction between phenyl-maleic anhydride and thien-yl(fur-yl)allyl-amines: synthesis and mol-ecular structure of (3aSR,4RS,4aRS,7aSR)-5-oxothieno- and (3aSR,4SR,4aRS,7aSR)-5-oxofuro[2,3-f]iso-indole-4-carb-oxy-lic acids.

ABSTRACT: The title compounds C₂₄H₂₁NO₃S, I, and C₂₄H₂₁NO₄, II, are the products of the IMDAV reaction between phenyl-maleic anhydride and thien-yl(fur-yl)allyl-amines. Their mol-ecular structures comprise fused tricyclic systems containing thio-phene, cyclo-hexene and pyrrolidine rings (I) or furan, cyclo-hexene and pyrrolidine rings (II). The central cyclo-hexene and pyrrolidine rings in both compounds adopt slightly twisted boat and envelope conformations, respectively. The dihedral angles between the basal plane of the pyrrolidine ring and the thio-phene (in I) or furan (in II) ring plane are 22.74 (16) and 26.29 (5)°, respectively. The nitro-gen atom both in I and II has pra

SUBMITTER: Toze FAA 

PROVIDER: S-EPMC6176451 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature