TY - JOUR
T1 - Effect of substituent structure on pyrimidine electrophilic substitution
AU - van der Westhuyzen, Christiaan W.
AU - Rousseau, Amanda L.
AU - Parkinson, Christopher J.
PY - 2007/6/18
Y1 - 2007/6/18
N2 - In an investigation into the electrophilic nitrosation reactions of a series of 4,6-disubstituted pyrimidine derivatives, a subtle interplay between the electronic nature of the C-4 and C-6 substituents and reactivity was found where these were chloro-, mono- or disubstituted amino groups. Effects such as the presence of an aryl group or two alkyl groups on the amino moiety impede the progress of the reaction despite the presence of a second activating group.
AB - In an investigation into the electrophilic nitrosation reactions of a series of 4,6-disubstituted pyrimidine derivatives, a subtle interplay between the electronic nature of the C-4 and C-6 substituents and reactivity was found where these were chloro-, mono- or disubstituted amino groups. Effects such as the presence of an aryl group or two alkyl groups on the amino moiety impede the progress of the reaction despite the presence of a second activating group.
KW - Alkyl substituted
KW - Aryl substituted
KW - Nitrosation
KW - Pyrimidine
UR - http://www.scopus.com/inward/record.url?scp=34248524882&partnerID=8YFLogxK
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U2 - 10.1016/j.tet.2007.04.063
DO - 10.1016/j.tet.2007.04.063
M3 - Article
AN - SCOPUS:34248524882
SN - 0040-4020
VL - 63
SP - 5394
EP - 5405
JO - Tetrahedron
JF - Tetrahedron
IS - 25
ER -