Electrophilic intramolecular cyclization of functional derivatives of unsaturated compounds: V. Cyclization of anilides of styrylacetic acids in polyphosphoric acid

被引：9

作者：

Vas'kevich, R. I. ^{[1
]}

Vas'kevich, A. I. ^{[1
]}

Daniluk, I. Yu. ^{[1
]}

Vovk, M. V. ^{[1
]}

机构：

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

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 49卷 / 08期

关键词：

SYSTEM;

D O I：

10.1134/S1070428013080137

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Anilides of styrylacetic acids at heating in polyphosphoric acid undergo an intramolecular cyclization giving 1,5-diarylpyrrolidin-2-ones, 5-aryl-1,3,4,5-tetrahydro-2H-benzazepin-2-ones, and 5-(3-fluorophenyl) dihydrofuran-2(3H)-one, where the ratio of the products depends on the character of the aromatic substituents in the amide and styrene fragments of the substrate.

引用

页码：1175 / 1181

页数：7

共 28 条

[1] Electrophilic intramolecular cyclization of functional derivatives of unsaturated compounds: V. Cyclization of anilides of styrylacetic acids in polyphosphoric acid
R. I. Vas’kevich
A. I. Vas’kevich
I. Yu. Daniluk
M. V. Vovk
Russian Journal of Organic Chemistry, 2013, 49 : 1175 - 1181
[2] Electrophilic intramolecular cyclization of functional derivatives of unsaturated compounds: VIII. Cyclization of 4-aryl-N-(thiophen-3-yl)but-3-enamides by the action of polyphosphoric acid and chlorosulfanylarenes
Danilyuk, I. Yu.
Vas'kevich, R. I.
Vas'kevich, A. I.
Vovk, M. V.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (07) : 987 - 992
[3] Electrophilic intramolecular cyclization of functional derivatives of unsaturated compounds: VIII. Cyclization of 4-aryl-N-(thiophen-3-yl)but-3-enamides by the action of polyphosphoric acid and chlorosulfanylarenes
I. Yu. Danilyuk
R. I. Vas’kevich
A. I. Vas’kevich
M. V. Vovk
Russian Journal of Organic Chemistry, 2016, 52 : 987 - 992
[4] Electrophilic intramolecular cyclization of functional derivatives of unsaturated compounds: IV. Cyclosulfenylation of 5-hexenoic acid amides and nucleophilic cleavage of reaction products
Vas'kevich, A. I.
Tsizorik, N. M.
Staninets, V. I.
Vovk, M. V.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 49 (08) : 1168 - 1174
[5] Electrophilic intramolecular cyclization of functional derivatives of unsaturated compounds: IV. Cyclosulfenylation of 5-hexenoic acid amides and nucleophilic cleavage of reaction products
A. I. Vas’kevich
N. M. Tsizorik
V. I. Staninets
M. V. Vovk
Russian Journal of Organic Chemistry, 2013, 49 : 1168 - 1174
[6] Intramolecular electrophilic cyclization of functional derivatives of unsaturated Compounds: I. Synthesis of 5-arylsulfanyl-6-phenylpiperidin-2-ones from cinnamylacetamides and arylsulfenyl chlorides
A. I. Vas’kevich
N. M. Tsizorik
E. B. Rusanov
V. I. Stanitets
M. V. Vovk
Russian Journal of Organic Chemistry, 2011, 47 : 1146 - 1152
[7] Intramolecular electrophilic cyclization of functional derivatives of unsaturated Compounds: I. Synthesis of 5-arylsulfanyl-6-phenylpiperidin-2-ones from cinnamylacetamides and arylsulfenyl chlorides
Vas'kevich, A. I.
Tsizorik, N. M.
Rusanov, E. B.
Stanitets, V. I.
Vovk, M. V.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (08) : 1146 - 1152
[8] POLYFUNCTIONAL ALIPHATIC COMPOUNDS .V. CYCLIZATION OF DINITRILES BY HALOGEN ACIDS . NEW SYNTHESIS OF IMIDAZOLES
JOHNSON, F
NASUTAVICUS, WA
JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (01): : 153 - &
[9] Derivatives of α,β-dehydroamino acids: V. Intramolecular cyclization of 2-{2-[(Z)-1-Benzamido-2-phenylvinyl]acetamidomethyl}benzimidazole
Topuzyan, V. O.
Kazandzhyan, M. M.
Tamazyan, R. A.
Aivazyan, A. G.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (02) : 215 - 217
[10] Derivatives of α,β-dehydroamino acids: V. Intramolecular cyclization of 2-{2-[(Z)-1-Benzamido-2-phenylvinyl]acetamidomethyl}benzimidazole
V. O. Topuzyan
M. M. Kazandzhyan
R. A. Tamazyan
A. G. Aivazyan
Russian Journal of Organic Chemistry, 2009, 45 : 215 - 217

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