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Statements

Subject Item
n2:RIV%2F60461373%3A22310%2F11%3A43892715%21RIV12-MSM-22310___
rdf:type
skos:Concept n11:Vysledek
dcterms:description
C8-Alkenylpurines were synthesized starting from purin-8-yl(allyl) acetates using Pdcatalyzed allylic substitution. The described protocol allows, by reaction of purin-8-yl(allyl) acetates with stabilized nucleophiles, an access to novel (E)-8-alkenylpurine derivatives under Pd2dba3?CHCl3 catalysis in dry THF in yields ranging from 31 to 76%. A wide range of nucleophiles showed exclusive E-alkene formation, however, ethyl nitroacetate gave mixture of E/Z-alkenes. On contrary, purin-2-yl(allyl) acetates reacted smoothly only with dimethyl malonate. C8-Alkenylpurines were synthesized starting from purin-8-yl(allyl) acetates using Pdcatalyzed allylic substitution. The described protocol allows, by reaction of purin-8-yl(allyl) acetates with stabilized nucleophiles, an access to novel (E)-8-alkenylpurine derivatives under Pd2dba3?CHCl3 catalysis in dry THF in yields ranging from 31 to 76%. A wide range of nucleophiles showed exclusive E-alkene formation, however, ethyl nitroacetate gave mixture of E/Z-alkenes. On contrary, purin-2-yl(allyl) acetates reacted smoothly only with dimethyl malonate.
dcterms:title
Pd-Catalyzed Allylic Substitution of Purin-8-yl(allyl) Acetate: Route to (E)-Alkenylpurines Pd-Catalyzed Allylic Substitution of Purin-8-yl(allyl) Acetate: Route to (E)-Alkenylpurines
skos:prefLabel
Pd-Catalyzed Allylic Substitution of Purin-8-yl(allyl) Acetate: Route to (E)-Alkenylpurines Pd-Catalyzed Allylic Substitution of Purin-8-yl(allyl) Acetate: Route to (E)-Alkenylpurines
skos:notation
RIV/60461373:22310/11:43892715!RIV12-MSM-22310___
n11:predkladatel
n12:orjk%3A22310
n4:aktivita
n19:P
n4:aktivity
P(GA203/09/1552), P(LC06070)
n4:cisloPeriodika
4
n4:dodaniDat
n9:2012
n4:domaciTvurceVysledku
n7:5078008 n7:6702198 n7:1628798
n4:druhVysledku
n20:J
n4:duvernostUdaju
n5:S
n4:entitaPredkladatele
n13:predkladatel
n4:idSjednocenehoVysledku
219774
n4:idVysledku
RIV/60461373:22310/11:43892715
n4:jazykVysledku
n14:eng
n4:klicovaSlova
Nucleophilic substitution; Palladium; Heterocycles
n4:klicoveSlovo
n8:Palladium n8:Heterocycles n8:Nucleophilic%20substitution
n4:kodStatuVydavatele
CZ - Česká republika
n4:kontrolniKodProRIV
[FD4DC48BD59C]
n4:nazevZdroje
Collection of Czechoslovak Chemical Communications
n4:obor
n15:CC
n4:pocetDomacichTvurcuVysledku
3
n4:pocetTvurcuVysledku
3
n4:projekt
n16:GA203%2F09%2F1552 n16:LC06070
n4:rokUplatneniVysledku
n9:2011
n4:svazekPeriodika
76
n4:tvurceVysledku
Dvořák, Dalimil Šišková, Miroslava Tobrman, Tomáš
n4:wos
000289355200007
s:issn
0010-0765
s:numberOfPages
16
n17:doi
10.1135/cccc2011030
n18:organizacniJednotka
22310