Photochemistry of b-(2-Furyl) Substituted o-Divinylbenzenes

Functionalization of the benzobicyclo[3.2.1]octadiene skeleton via photocatalytic oxygenation of thiophene and furan derivatives: The impact of the type and position of the heteroatom

“…In our previous papers 19,20 we have found that photochemical approach provides a simple and effective method to prepare 2,3-and 3,2-fused thiophene and furan polycyclic compounds 1, 23 which can be interesting scaffolds for further diverse transformations, such as photocatalytic oxygenation reactions. 15,16 In continuation of our interest in the effect of the heteroatom (its type (O or S) and position in the heteroaromatic ring) on these reactions, we have examined the polyheterocyclic compounds 5-7 in these respects.…”

“…The structure was solved using SHELXS97 24 and refined with SHELXL97. 20 The models were refined using the full-matrix least squares refinement; all non-hydrogen atoms were refined anisotropically. Hydrogen atoms were modelled as riding entities using the AFIX command.…”

Photochemical and Thermal Transformations of Thiophene o-Distyrylbenzene Analogues in Acidic Media

“…Our recent research on the intramolecular photochemical reactions of conjugated thiophene derivatives 1,2 continues the work on furan [3][4][5][6][7][8][9][10] and pyrrole [11][12][13][14][15][16] derivatives of o-divinylbenzenes. Dithiophene derivatives 1, 2 react differently 2 in comparison to previously studied difuran 3 8 and dipyrrole 4 12 derivatives ( Figure 1).…”

Synthesis and photochemistry of β-(3-substituted-2-furyl)-o-divinylbenzenes; [2+2] and [4+2] intramolecular cycloadditions

“…[1][2][3][4][5][6][7][8][9][10] This work has been extended to furan (1b) [11][12][13][14][15][16] and pyrrole (1c) [17][18][19][20][21] analogues. It has been found that contrary to o-vinylstilbene (1a), which undergoes an intramolecular [2+2] photocycloaddition that generates benzobicyclo[2.1.1]hexene structure (2), the furano analogue (1b) gives benzobicyclo[3.2.1]octadiene structure (3a) while the pyrrolo analogue (1c) reacts completely different and is transformed into an intermolecular adduct.…”