𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A solid-phase traceless synthesis of tetrahydroquinoxalines

✍ Scribed by Viktor Krchňák; Jennifer Smith; Josef Vágner

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
89 KB
Volume
42
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

A solid-phase traceless synthesis of tetrahydroquinoxalines with three combinatorial steps is reported. An aldehyde functionalized polystyrene resin was reductively aminated by amino alcohols, and then the resin bound secondary amines were reacted with o-fluoronitrobenzenes. The hydroxy group was mesylated and the nitro group was reduced by tin(II) chloride to the anilines, which spontaneously cyclized. The secondary aniline nitrogen of the resulting tetrahydroquinoxalines was further derivatized with acyl chlorides and isocyanates. After acidolytic cleavage from the resin, tetrahydroquinoxalines with three points of diversity were obtained.

📜 SIMILAR VOLUMES

A traceless solid-phase synthesis of pte
A traceless solid-phase synthesis of pteridines
✍ Colin L. Gibson; Salvatore La Rosa; Colin J. Suckling 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 109 KB

The linking of pyrimidines to polystyrene supports via either a 2-or 4-thioether provides access to pteridines through solid-phase synthesis. Oxidative cleavage (dimethyldioxirane) followed by nucleophilic substitution by amines, azide, or water completes a traceless synthesis of pteridines.

Traceless Solid-Phase Organic Synthesis
Traceless Solid-Phase Organic Synthesis
✍ Paul Blaney; Ronald Grigg; Visuvanathar Sridharan 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 24 KB 👁 1 views
A traceless solid-phase synthesis of 2-i
A traceless solid-phase synthesis of 2-imidazolones
✍ Jie-Fei Cheng; Christopher Kaiho; Mi Chen; Thomas Arrhenius; Alex Nadzan 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 98 KB

A traceless solid-phase synthesis of 2-imidazolones has been developed. Polymer-bound glycerol resin was reacted with bromoacetaldehyde diethyl acetal to give the cyclic acetal bromide on the solid support. Amination of the resin-bound acetal bromide followed by urea formation by reaction with isocy