Regioselective Direct C-H Arylations of Protected Uracils. Synthesis of 5- and 6-Aryluracil Bases
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F11%3A00361006" target="_blank" >RIV/61388963:_____/11:00361006 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1021/jo2006494" target="_blank" >http://dx.doi.org/10.1021/jo2006494</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/jo2006494" target="_blank" >10.1021/jo2006494</a>
Alternative languages
Result language
angličtina
Original language name
Regioselective Direct C-H Arylations of Protected Uracils. Synthesis of 5- and 6-Aryluracil Bases
Original language description
A new regioselective synthesis of 5- and 6-aryluracil bases has been developed based on direct C-H arylations of diverse 1,3-protected uracils. Benzyl-protected uracils were selected as the most practical in terms of stability during the arylation and facile cleavage of the benzyl groups. Pd-catalyzed C-H arylations in absence of CuI gave preferentially 5-aryl-, whereas the reactions in presence of CuI gave 6-aryl-1,3-dibenzyluracils. Final deprotection either by transfer hydrogenolysis over Pd/C or bytreatment with BBr3 gave the desired free arylated uracil bases in good yields.
Czech name
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Czech description
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Classification
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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Result continuities
Project
<a href="/en/project/LC06077" target="_blank" >LC06077: Center of Chemical Genetics</a><br>
Continuities
Z - Vyzkumny zamer (s odkazem do CEZ)
Others
Publication year
2011
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Organic Chemistry
ISSN
0022-3263
e-ISSN
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Volume of the periodical
76
Issue of the periodical within the volume
13
Country of publishing house
US - UNITED STATES
Number of pages
11
Pages from-to
5309-5319
UT code for WoS article
000291920900016
EID of the result in the Scopus database
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