We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Reactivity of 4-Vinyl-2 H-1-benzopyran-2-ones in Diels-Alder Cycloaddition Reactions: Access to Coumarin-Based Polycycles with Cdc25 Phosphatase-Inhibiting Activity.
- Authors
Valente, Sergio; Xu, Zhanjie; Bana, Emilie; Zwergel, Clemens; Mai, Antonello; Jacob, Claus; Meiser, Peter; Bagrel, Denyse; Silva, Artur M. S.; Kirsch, Gilbert
- Abstract
The reactivity of 4-(1-butoxyvinyl)-2 H-chromen-2-one ( 1) and ( E)-4-(2-butoxyvinyl)-2 H-chromen-2-one ( 2) as diene in thermal Diels-Alder cycloaddition reactions with several electron-poor dienophiles is reported. Among several dienophiles used in this study 1,4-benzoquinone afforded cycloadducts 11-butoxy-1 H-naphtho[1,2- c]chromene-1,4,5-trione ( 3e) and 1 H-naphtho[1,2- c]chromene-1,4,5-trione ( 4g) that showed Cdc25 phosphatase-inhibition activity at low micromolar values, with both compounds more effective against Cdc25 A and Cdc25 C isoforms.
- Publication
European Journal of Organic Chemistry, 2013, Vol 2013, Issue 14, p2869
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201201736