68873-15-4Relevant articles and documents
Synthesis of unsaturated 1,4-heteroatom-containing benzo-fused heterocycles using a sequential isomerization-ring-closing metathesis strategy
Morgans, Garreth L.,Ngidi, E. Lindani,Madeley, Lee G.,Khanye, Setshaba D.,Michael, Joseph P.,de Koning, Charles B.,van Otterlo, Willem A.L.
experimental part, p. 10650 - 10659 (2010/01/16)
A small library of 1,4-benzodioxins and 4H-1,4-benzoxazines was synthesized from the corresponding bis-allyloxy precursors by way of an initial isomerization to the bis-vinyloxy compounds, followed by a ring-closing metathesis using the second generation Grubbs' catalyst (G2). A related strategy, starting from benzene-1,2-dithiol and 2-mercaptophenol, afforded benzodithiin and 1,4-benzoxathiin, respectively.
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 2H-1,5-benzodioxepin and 2,5-dihydro-1,6-benzodioxocin derivatives via ring-closing metathesis reaction
Mamouni,Soukri,Lazar,Akssira,Guillaumet
, p. 2631 - 2633 (2007/10/03)
The synthesis of various 2H-1,5-benzodioxepin and 2,5-dihydro-1,6- benzodioxocin derivatives is described. The key step involves the construction of seven- and eight-membered rings via ring-closing metathesis reaction.
Sequential isomerization and ring-closing metathesis: Masked styryl and vinyloxyaryl groups for the synthesis of benzo-fused heterocycles
Van Otterlo, Willem A. L.,Ngidi, E. Lindani,De Koning, Charles B.
, p. 6483 - 6486 (2007/10/03)
The use of an aryl allyl ether and an arylallyl group as masked vinyl ether and 1-propenylphenyl groups for ring-closing metathesis (RCM) leading to the synthesis of benzo-fused heterocycles was demonstrated by using a ruthenium-mediated isomerization followed by a ruthenium-mediated RCM reaction. This resulted in the syntheses of a variety of products including two substituted benzo[1,4]dioxins, a naphtho[2,3-b][1,4]dioxin, a 2H-chromene and a benzo[b]furan.
THE CLAISEN REARRANGEMENT OF SOME ALLYL-β-NAPHTHYL ETHERS AND CYCLIZATION OF THE PRODUCTS
Prajer-Janczewska, Lidia,Wroblewski, Juliusz
, p. 1431 - 1437 (2007/10/02)
Some allyl-2-carboxy-3-hydroxy- as well as 2,3- and 2,7-diallyloxynaphtalenes were obtained.Respectively rearranged compounds were cyclized to naphthodihydrofuran rings.
