917224-10-3Relevant academic research and scientific papers
Investigation of selective mono-deallylation of O,O′-diallylcatechols and 3-methylene-1,5-benzodioxepanes
Hayashida, Maiko,Ishizaki, Miyuki,Hara, Hiroshi
, p. 1299 - 1303 (2008/09/20)
Selective mono-deallylation of O,O′-diallylcatechols using 10% Pd/C was investigated to give the corresponding allylphenols. A similar reaction of 3-methylene-1,5-benzodioxepanes afforded O-methacryl catecohols. When substrates bearing various substituents on the benzene ring were subjected to the reaction, regioselective cleavage of an ether bond occurred at the side of para position to an electron-withdrawing group on the aromatic ring. On the other hand, an electron-donating group did not cause any selectivity.
Synthesis of 2,3-dihydrobenzo[1,4]dioxins and -oxazins via a domino wacker-heck reaction
Tietze, Lutz F.,Wilckens, Kristina F.,Yilmaz, Sinem,Stecker, Florian,Zinngrebe, Julia
, p. 309 - 319 (2008/04/18)
An efficient and operationally simple domino Wacker-Heck reaction of allylic phenols and,-unsaturated ketones as well as esters in the presence of catalytic amounts of Pd(TFA)2 and an oxidant for the synthesis of 2,3-dihydro-benzo[1,4]dioxins and 2,3-dihydrobenzo[1,4]oxazins is described. The necessary substrates are prepared by monoallylation of catechol derivatives and ortho-aminophenol.
