TY - JOUR
T1 - Microwave-assisted silylation-amination of uracil acyclonucleosides to 4-alkylamino-2(1H)-Pyrimidinone analogues
AU - Roy, Vincent
AU - Mieczkowski, Adam
AU - Topalis, Dimitri
AU - Berteina-Raboin, Sabine
AU - Deville-Bonne, Dominique
AU - Nolan, Steven Patrick
AU - Agrofoglio, Luigi A.
PY - 2008/7/1
Y1 - 2008/7/1
N2 - The synthesis of acyclic N-4-substituted cytosine nucleoside phosphonates using a microwave-assisted N-4-silylation-amination and olefin cross-metathesis as key assembly steps is described. The microwave-assisted silylation-arnination is compared to a conventional heating protocol. While yields and purities of the coupling products were comparable under both conditions, microwave heating allows a significant acceleration of the reaction (from 48 h to 5 h).
AB - The synthesis of acyclic N-4-substituted cytosine nucleoside phosphonates using a microwave-assisted N-4-silylation-amination and olefin cross-metathesis as key assembly steps is described. The microwave-assisted silylation-arnination is compared to a conventional heating protocol. While yields and purities of the coupling products were comparable under both conditions, microwave heating allows a significant acceleration of the reaction (from 48 h to 5 h).
KW - microwaves
KW - silylation-amination
KW - olefin cross-metathesis
KW - acyclic nucleoside phosphonates
KW - NUCLEOSIDE PHOSPHONATE ANALOGS
KW - CROSS-METATHESIS
KW - PYRIMIDINE NUCLEOSIDES
KW - CHEMISTRY
KW - HETEROCYCLES
KW - INFECTIONS
KW - NUCLEOTIDE
KW - THIATION
UR - http://www.scopus.com/inward/record.url?scp=47349122417&partnerID=8YFLogxK
U2 - 10.1055/s-2008-1067094
DO - 10.1055/s-2008-1067094
M3 - Article
SN - 0039-7881
SP - 2127
EP - 2133
JO - Synthesis
JF - Synthesis
IS - 13
ER -