Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F11%3A33118322" target="_blank" >RIV/61989592:15310/11:33118322 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1021/co200075r" target="_blank" >http://dx.doi.org/10.1021/co200075r</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/co200075r" target="_blank" >10.1021/co200075r</a>

Result language
angličtina
Original language name
Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis
Original language description
C8-H direct arylation of purine derivatives immobilized on Wang resin is described. The purine skeleton was immobilized via C6-regioselective substitution of 2,6-dichloro-purine with polymer-supported amines. After N9-alkylation with two different alkyliodides and C2 substitution with two selected amines, reaction conditions for C8-H arylation were developed and optimized. Various aryl bromides and aryl iodides were used for the reaction affording the target 2,6,8,9-tetrasubstituted purines in very good purity. The same reaction conditions were also applied for the synthesis of 2,6,8-trisubstituted purines, however, yields were lower. The methodology is applicable for high throughput synthesis of chemical libraries comprised of purine scaffold.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2011
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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