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

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
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 alkyl iodides 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. 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 alkyl iodides 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. (en)
Title	Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis (en)
skos:prefLabel	Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis (en)
skos:notation	RIV/61989592:15310/11:33118322!RIV12-MSM-15310___
http://linked.open...avai/predkladatel	Přírodovědecká fakulta
http://linked.open...avai/riv/aktivita	P
http://linked.open...avai/riv/aktivity	P(ED0030/01/01), P(ME09057)
http://linked.open...iv/cisloPeriodika	5
http://linked.open...vai/riv/dodaniDat	2012
http://linked.open...aciTvurceVysledku	Soural, Miroslav Hlaváč, Jan Vaňková, Barbora Krchňák, Viktor
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Palackého v Olomouci / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	194746
http://linked.open...ai/riv/idVysledku	RIV/61989592:15310/11:33118322
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	purines, coupling reaction, Pd catalyst, direct arylation, solid-phase synthesis (en)
http://linked.open.../riv/klicoveSlovo	Pd catalyst coupling reaction direct arylation solid-phase synthesis purines
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[25F11FF67CC0]
http://linked.open...i/riv/nazevZdroje	ACS Combinatorial Science
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	4 (xsd:int)
http://linked.open...cetTvurcuVysledku	4 (xsd:int)
http://linked.open...vavai/riv/projekt	Biomedicine for regional development and human resources Research of new organic compounds with anticancer activity with use of combinatorial chemistry
http://linked.open...UplatneniVysledku	2011
http://linked.open...v/svazekPeriodika	13
http://linked.open...iv/tvurceVysledku	Hlaváč, Jan Soural, Miroslav Krchňák, Viktor Vaňková, Barbora
http://linked.open...ain/vavai/riv/wos	000294704400008
issn	2156-8952
number of pages	5 (xsd:int)
http://bibframe.org/vocab/doi	10.1021/co200075r
http://localhost/t...ganizacniJednotka	15310
is http://linked.open...avai/riv/vysledek of	Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis

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