Three-component condensation of Meldrum's acid with 2-naphthylamine and esters derived from vanillin

被引：2

作者：

Kozlov, N. G. ^{[1
]}

Basalaeva, L. I. ^{[1
]}

机构：

[1] Natl Acad Sci Belarus, Inst Phys Organ Chem, Minsk 220072, BELARUS

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 42卷 / 04期

关键词：

D O I：

10.1134/S1070428006040063

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three-component condensation of Meldrum's acid (2,2-dimethyl-1,3-dioxane-4,6-dione) with 2-naphthylamine and esters derived from vanillin involves intermediate formation of N-arylmethylidene-2-naphthylamines which are cleaved with Meldrum's acid to give 5-arylmethylidene-2,2-dimethyl-1,3-dioxane4,6-diones and aryimethylideneketenes. Reaction of the latter with 2-naphthylamine leads to formation of 2-methoxy-4-(3-oxo-1,2,3,4-tetrahydrobenzo[f]quinolin-1-yl)phenyl carboxylates.

引用

页码：509 / 514

页数：6

共 15 条

[1] ADAMS R, 1946, ORGANIC REACTIONS, V3
[2] The first synthesis of the pentacyclic pyridoacridine marine alkaloids: Arnoamines A and B
Delfourne, E
Roubin, C
Bastide, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (18) : 5476 - 5479
[3] Gaber AAM, 2001, SYNTHESIS-STUTTGART, P2059
[4] Gordon A.J., 1972, CHEM COMPANION
[5] Reaction of long-chain vanillyl esters with CH-acids and 2-naphthylamine
Kozlov, NG
Basalaeva, LI
Dikusar, EA
[J]. CHEMISTRY OF NATURAL COMPOUNDS, 2004, 40 (01) : 79 - 82
[6] Reaction of methylcyclohexanones with substituted benzaldehydes and 2-naphthylamine
Kozlov, NG
Basalaeva, LI
Firgang, SI
Shashkov, AS
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 40 (04) : 518 - 524
[7] Synthesis of 1-aryl-3-oxo-1,2,3,4-tetrahydrobenzo[f]quinolines
Kozlov, NG
Basalayeva, LI
Tychinskaya, LY
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 38 (08) : 1166 - 1170
[8] Synthesis of 1-(1-adamantyl)-2-hydroxy-3-amino-3-R-propanones
Kozlov, NG
Korotyshova, GP
[J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2002, 72 (12) : 1934 - 1937
[9] Kozlov NG, 2000, RUSS J ORG CHEM+, V36, P1360
[10] Quinoline, quinazoline and acridone alkaloids
Michael, JP
[J]. NATURAL PRODUCT REPORTS, 2003, 20 (05) : 476 - 493

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