TY - JOUR
T1 - Isocyanate acting as a carbonyl precursor
T2 - Pyridyl group-assisted formation of 4H-pyrido[1,2-a]pyrimidin-4-ones from ketimines and isocyanates
AU - Kuninobu, Yoichiro
AU - Nishimura, Shuhei
AU - Takai, Kazuhiko
PY - 2006
Y1 - 2006
N2 - By the reactions of ketimines bearing a pyridyl or a picolyl group on a nitrogen atom of the imine moiety with tosylisocyanate, 4H-pyrido[1,2-a] pyrimidin-4-one derivatives could be obtained in quantitative yields. In these reactions, tosylisocyanate acts as a carbonyl precursor. The pyridyl or picolyl group is a key functional group because it is not only the constituent structure of the 4H-pyrido[1,2-a]pyrimidin-4-one framework but also the promoter of the formation of a ketene intermediate.
AB - By the reactions of ketimines bearing a pyridyl or a picolyl group on a nitrogen atom of the imine moiety with tosylisocyanate, 4H-pyrido[1,2-a] pyrimidin-4-one derivatives could be obtained in quantitative yields. In these reactions, tosylisocyanate acts as a carbonyl precursor. The pyridyl or picolyl group is a key functional group because it is not only the constituent structure of the 4H-pyrido[1,2-a]pyrimidin-4-one framework but also the promoter of the formation of a ketene intermediate.
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U2 - 10.1039/b516916j
DO - 10.1039/b516916j
M3 - Article
C2 - 16391761
AN - SCOPUS:33645674909
SN - 1477-0520
VL - 4
SP - 203
EP - 205
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 2
ER -