Heterocyclizations of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: XIII. Synthesis of dialkyl 2-oxo-3-allyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates and their reaction with arylhydroxymoyl chlorides

被引：3

作者：

Kushnir, O. V. ^{[1
]}

Mel'nichenko, N. V. ^{[2
]}

Vovk, M. V. ^{[2
]}

机构：

[1] Fedkovich Chernovtsy Natl Univ, Chernovtsy, Ukraine

[2] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02094 Kiev, Ukraine

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 47卷 / 11期

关键词：

4,5-DIHYDROISOXAZOLES;

D O I：

10.1134/S1070428011110133

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dialkyl 2-oxo-3-allyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates obtained by condensation of 1-chlorobenzyl isocyanates with N-allylfumarates reacted regioselectively with arylhydroxymoyl chlorides with the formation of dialkyl 6-aryl-3-[(3-aryl-4,5-dihydro-5-isoxazolyl)methyl]-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates.

引用

页码：1727 / 1732

页数：6

共 19 条

[1] Heterocyclizations of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: XIII. Synthesis of dialkyl 2-oxo-3-allyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates and their reaction with arylhydroxymoyl chlorides
O. V. Kushnir
N. V. Mel’nichenko
M. V. Vovk
Russian Journal of Organic Chemistry, 2011, 47 : 1727 - 1732
[2] Heterocyclization of functionalized heterocumulenes with C,N-, C,O-, and C,S-Binucleophiles: XI. Synthesis of dialkyl 2-oxo-3,6-diaryl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates by cyclocondensation of 1-chlorobenzyl isocyanates with dialkyl anilinofumarates
M. V. Vovk
O. V. Kushnir
V. A. Sukach
I. F. Tsymbal
Russian Journal of Organic Chemistry, 2010, 46 : 709 - 715
[3] Heterocyclization of Functionalized Heterocumulenes with C,N-, C,O-, and C,S-Binucleophiles: XI. Synthesis of Dialkyl 2-Oxo-3,6-diaryl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates by Cyclocondensation of 1-Chlorobenzyl Isocyanates with Dialkyl Anilinofumarates
Vovk, M. V.
Kushnir, O. V.
Sukach, V. A.
Tsymbal, I. F.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (05) : 709 - 715
[4] Heterocyclization of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: X. 1-Chloroalkyl isocyanates in the synthesis of new 5-aroyldihydropyrimidines
O. V. Kushnir
V. A. Sukach
M. V. Vovk
Russian Journal of Organic Chemistry, 2009, 45 : 755 - 761
[5] Heterocyclization of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: X. 1-Chloroalkyl isocyanates in the synthesis of new 5-aroyldihydropyrimidines
Kushnir, O. V.
Sukach, V. A.
Vovk, M. V.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (05) : 755 - 761
[6] Heterocyclizations of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: XII. Synthesis of alkyl 3-aryl-1,5-dioxo-2,3,5,6-tetrahydro-1H-pyrimido-[1,6-a]quinoxaline-4-carboxylates
Kushnir, O. V.
Vovk, M. V.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (06) : 890 - 893
[7] Heterocyclizations of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: XII. Synthesis of alkyl 3-aryl-1,5-dioxo-2,3,5,6-tetrahydro-1H-pyrimido-[1,6-a]quinoxaline-4-carboxylates
O. V. Kushnir
M. V. Vovk
Russian Journal of Organic Chemistry, 2010, 46 : 890 - 893
[8] Heterocyclizations of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles:: VII.: Reaction of 1-chloroalkyl isocyanates with N,N-disubstituted cyanothioacetamides.: A new synthetic route to 6-dialkylamino-4-oxo-3,4-dihydro-2H-1,3-thiazine-5-carbonitriles
Sukach, V. A.
Chubaruk, N. G.
Vovk, M. V.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 43 (04) : 553 - 558
[9] Heterocyclizations of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: VII. Reaction of 1-chloroalkyl isocyanates with N,N-disubstituted cyanothioacetamides. A new synthetic route to 6-dialkylamino-4-oxo-3,4-dihydro-2H-1,3-thiazine-5-carbonitriles
V. A. Sukach
N. G. Chubaruk
M. V. Vovk
Russian Journal of Organic Chemistry, 2007, 43 : 553 - 558
[10] Heterocyclization of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles:: VIII.: Synthesis of pyrano(chromeno)[3,4-e][1,3]oxazines by condensation of 1-chloroalkyl isocyanates with 4-hydroxy-6-methylpyran-2-one and 4-hydroxycoumarin
Vovk, M. V.
Sukach, V. A.
Dorokhov, V. I.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 43 (08) : 1186 - 1189

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