234753-61-8Relevant articles and documents
Synthesis and photochemistry of styryl substituted annelated furan derivatives
Sindler-Kulyk, Marija,Skoric, Irena,Tomsic, Slavica,Marinic, Zeljko,Mrvos-Sermek, Draginja
, p. 1355 - 1369 (2007/10/03)
New β-substituted benzo- and naphthofuryl derivatives (5, 6 and 7) of o-divinylbenzene, were synthesized and irradiated in order to form annelated bicyclo[3.2.1]octadienes. While 2-[2-(2-vinylphenyl)ethenyl]benzo[b]furan (5) upon irradiation gives the bicyclo[3.2.1]octadiene derivative (12) in 65% yield, 2-[2-(2-vinylphenyl)ethenyl]naphtho[2,1-b]furan (6) and 2-[2-(2- vinylphenyl)ethenyl]naphtho[1,2-b]furan (7), undergo cis-trans-isomerization but not form intramolecular photocycloaddition products. The mechanism of the intramolecular [2+2] photocycloaddition is explained via intermediate (17) which was proved by the formation of products (18) and (19), by irradiation in methanol and deuteromethanol.