5353-14-0Relevant academic research and scientific papers
Synthetic models related to methoxalen - CYP2A6 interactions. Dimethoxybenzofuran derivatives as potent and selective inhibitors of cyp2a6
Yamaguchi, Yuki,Akimoto, Ichie,Motegi, Kyoko,Yoshimura, Teruki,Wada, Keiji,Nishizono, Naozumi,Oda, Kazuaki
, p. 1727 - 1739 (2013/09/12)
The human CYP2A6 enzyme metabolizes several xenobiotics including nicotine, the addictive component in tobacco. Reduced activity of CYP2A6, either for genetic reasons or by administering inhibitors of CYP2A6, reduces tobacco smoking. The reported compound
Towards an asymmetric synthesis of the bacterial peptide deformylase (PDF) inhibitor fumimycin
Hartmann, Caroline E.,Gross, Patrick J.,Nieger, Martin,Braese, Stefan
supporting information; experimental part, p. 5059 - 5062 (2010/04/04)
Studies towards the synthesis of the bacterial peptide deformylase (PDF) inhibitor fumimycin are reported. The synthetic approach features an organocatalytic access to the α,α-disubstituted amino acid unit and results in the synthesis of an advanced inter
An isomerization-ring-closing metathesis strategy for the synthesis of substituted benzofurans
Van Otterlo, Willem A.L.,Morgans, Garreth L.,Madeley, Lee G.,Kuzvidza, Samuel,Moleele, Simon S.,Thornton, Natalie,De Koning, Charles B.
, p. 7746 - 7755 (2007/10/03)
Twelve substituted benzofurans were synthesized from their corresponding substituted 1-allyl-2-allyloxybenzenes using ruthenium-mediated C- and O-allyl isomerization followed by ring-closing metathesis.
Ring-closing metathesis for the synthesis of 2H- and 4H-chromenes
Van Otterlo, Willem A.L.,Ngidi, E. Lindani,Kuzvidza, Samuel,Morgans, Garreth L.,Moleele, Simon S.,De Koning, Charles B.
, p. 9996 - 10006 (2007/10/03)
Six 4H-chromenes were synthesized from substituted phenols using vinylstannylation and ring-closing metathesis (RCM) as key steps. In addition, a different approach involving amongst other steps, an aryl allyl isomerization and RCM afforded a set of seven 2H-chromenes from phenolic precursors.
Ring-closing metathesis for the synthesis of benzo-fused bicyclic compounds
Van Otterlo, Willem A.L.,Ngidi, E. Lindani,Coyanis, E. Mabel,De Koning, Charles B.
, p. 311 - 313 (2007/10/03)
Ring-closing metathesis (RCM) was used to synthesise five 4H-chromenes, a naphthol and an indenol. These are the first examples of RCM applied to the synthesis of such benzo-fused bicyclic compounds.
A biomimetic approach to dihydrobenzofuran synthesis
Benbow,Katoch-Rouse
, p. 4965 - 4972 (2007/10/03)
A method for an acid-catalyzed construction of dihydrobenzofuran heterocycles (14) from 2-(2′-hydroxyethyl)quinone precursors 10 is presented. The putative oxonium ion intermediate 17 formed by an intramolecular hydroxyl cyclization followed by dehydration is reduced in situ by an added dihydroquinone source. Good to excellent yields of cyclized products are realized in all cases except for highly electron deficient systems, and these suffer reduction prior to oxonium ion formation. All products are monomeric and derived from a two-electron transfer except for 10g, which affords the dimeric dihydrobenzofuran. The amount of cyclization or reduction product is governed by the HOMO/LUMO gap between the quinone substrate and the dihydroquinone additive, and the product distribution can be adjusted by modifying the electronic properties of the added reducing agent.
