TY - JOUR
T1 - Formation and destruction of diazine ring under conditions of the Vilsmeier-Haack formylation of 4-dialkylaminonaphthalic acid derivatives
AU - Patsenker, Leonid D.
AU - Yermolenko, Inna G.
AU - Artyukhova, Yevgeniya Ye
AU - Baumer, Vyacheslav N.
AU - Krasovitskii, Boris M.
N1 - Funding Information:
The authors would like to thank Dr Svetlana V. Iksanova (Institute of Organic Chemistry, National Academy of Sciences of Ukraine) for 1 H NMR measurements. This work was supported by the National Science Foundation (Grant No. 0198U004256).
PY - 2000/9/8
Y1 - 2000/9/8
N2 - The quaternized 1,3-diazine ring formation qualified as a particular case of the t-amino effect has been found under conditions of the Vilsmeier-Haack formylation of 4-dialkylaminonaphthalic acid derivatives. The diazinium ring is hydrolyzed in alkaline media with dealkylation, and 3-dimethylamino-4-alkylamino derivatives are formed.
AB - The quaternized 1,3-diazine ring formation qualified as a particular case of the t-amino effect has been found under conditions of the Vilsmeier-Haack formylation of 4-dialkylaminonaphthalic acid derivatives. The diazinium ring is hydrolyzed in alkaline media with dealkylation, and 3-dimethylamino-4-alkylamino derivatives are formed.
KW - 4-dialkylaminonaphthalic acid derivatives
KW - Diazine ring
KW - Vilsmeier-Haack formylation
UR - https://www.scopus.com/pages/publications/0034622918
U2 - 10.1016/S0040-4020(00)00642-6
DO - 10.1016/S0040-4020(00)00642-6
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AN - SCOPUS:0034622918
SN - 0040-4020
VL - 56
SP - 7319
EP - 7323
JO - Tetrahedron
JF - Tetrahedron
IS - 37
ER -