Catalytic synthesis of 2,2′-arylmethylenebis(3-hydroxy-5,5-dimethylcyclohex-2-en-1-ones) and 3,3,6,6-tetramethyl-9-aryl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones

被引：5

作者：

Dikusar, E. A. ^{[1
]}

Potkin, V. I. ^{[1
]}

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

Pavlyuchenkova, A. S. ^{[1
]}

Murashova, M. Yu. ^{[1
]}

Petkevich, S. K. ^{[1
]}

Kletskov, A. V. ^{[1
]}

Polikarpov, A. P. ^{[1
]}

Ogorodnikova, M. M. ^{[1
]}

Zolotar', R. M. ^{[2
]}

Chepik, O. P. ^{[2
]}

机构：

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

[2] Natl Acad Sci Belarus, Inst Bioorgan Chem, Minsk 220072, BELARUS

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 49卷 / 02期

关键词：

Mass Spectrum; Xanthene; Isoxazole; Dimedone; Dioxo;

D O I：

10.1134/S1070428013020103

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Condensation of substituted benzaldehydes of vanillin series with dimedone in methanol solution in the presence of catalytic quantities of triethylamine afforded 2,2'-arylmethylenebis(3-hydroxy-5,5-dimethylcyclohex-2-en-1-ones. By catalytic cyclization of the latter in boiling benzene in the presence of sulfo cation exchanger FIBAN K-1 as catalyst 3,3,6,6-trimethyl-9-aryl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones were synthesized.

引用

页码：233 / 242

页数：10

共 19 条

[1] An efficient and eco-friendly synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes using H4[SiW12O40] as a heterogeneous and reusable catalyst under solvent-free conditions [J].

Allameh, S. ;

Davoodnia, A. ;

Khojastehnezhad, A. .

CHINESE CHEMICAL LETTERS, 2012, 23 (01) :17-20

[2] Synthesis and in vitro study of 14-aryl-14H-dibenzo[a.j]xanthenes as cytotoxic agents [J].

Bhattacharya, Asish K. ;

Rana, Kalpeshkumar C. ;

Mujahid, Mohammad ;

Sehar, Irum ;

Saxena, Ajit K. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (19) :5590-5593

[3]

Cherches B.Kh., 2001, KHIMIYA INTERESAKH U, V3, P417

[4]

Desiraju G.R., 2001, The weak hydrogen bond: in structural chemistry and biology, P480

[5] Synthesis and cancer cell cytotoxicity of substituted xanthenes [J].

Giri, Rajan ;

Goodell, John R. ;

Xing, Chenguo ;

Benoit, Adam ;

Kaur, Harneet ;

Hiasa, Hiroshi ;

Ferguson, David M. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (04) :1456-1463

[6] METHONE DERIVATIVES OF ALDEHYDES [J].

HORNING, EC ;

HORNING, MG .

JOURNAL OF ORGANIC CHEMISTRY, 1946, 11 (01) :95-99

[7]

Hunnur R.K., 2008, KHIM GETEROTSIKL, P196

[8]

Kozlov N.G., 2012, BENZALDEHYDEY VANILL, P612

[9]

Larock, 2012, TETRAHEDRON LETT, P53

[10] Synthesis of 9-substituted xanthenes by the condensation of arynes with ortho-hydroxychalcones [J].

Lu, Chun ;

Dubrovskiy, Anton V. ;

Larock, Richard C. .

TETRAHEDRON LETTERS, 2012, 53 (17) :2202-2205

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