A highly efficient green synthesis of 1, 8-dioxo-octahydroxanthenes

被引：111

作者：

Ilangovan, Andivelu ^{[1
]}

Malayappasamy, Subramani ^{[1
]}

Muralidharan, Samraj ^{[1
]}

Maruthamuthu, Sundaram ^{[2
]}

机构：

[1] Bharathidasan Univ, Sch Chem, Tiruchirappalli 620024, India

[2] Cent Electro Chem Res Inst, Corros Protect Div, Karaikkudi 630006, Tamil Nadu, India

来源：

CHEMISTRY CENTRAL JOURNAL | 2011年 / 5卷

关键词：

1,8-DIOXO-OCTAHYDROXANTHENE DERIVATIVES; AROMATIC-ALDEHYDES; HETEROGENEOUS CATALYST; CONDENSATION; ACID; 5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE; FACILE; HCLO4-SIO2;

D O I：

10.1186/1752-153X-5-81

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

SmCl3 (20 mol%) has been used as an efficient catalyst for reaction between aromatic aldehydes and 5,5-dimethyl-1,3-cyclohexanedione at 120 degrees C to give 1,8-dioxo-octahydroxanthene derivatives in high yield. The same reaction in water, at room temperature gave only the open chain analogue of 1,8-dioxo-octahydroxanthene. Use of eco-friendly green Lewis acid, readily available catalyst and easy isolation of the product makes this a convenient method for the synthesis of either of the products.

引用

页数：6

共 43 条

[1] CHEMICAL ASPECTS OF SANTALIN AS A HISTOLOGICAL STAIN [J].

BANERJEE, A ;

MUKHERJEE, AK .

STAIN TECHNOLOGY, 1981, 56 (02) :83-85

[2] Microwave-assisted synthesis of 14-aryl-14H-dibenzo[a.j]xanthenes catalysed by methanesulfonic acid under solvent-free conditions [J].

Bhattacharya, Asish K. ;

Rana, Kalpeshkumar C. .

MENDELEEV COMMUNICATIONS, 2007, 17 (04) :247-248

[3] Silica supported perchloric acid (HClO4-SiO2):: A mild, reusable and highly efficient heterogeneous catalyst for the synthesis of 14-aryl or alkyl-14-H-dibenzo[a,j]xanthenes [J].

Bigdeli, Mohammad A. ;

Heravi, Majid M. ;

Mahdavinia, Gholam Hossein .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 275 (1-2) :25-29

[4] Clean synthesis of 1,8-dioxooctahydroxanthenes promoted by DABCO-bromine in aqueous media [J].

Bigdeli, Mohammadali .

CHINESE CHEMICAL LETTERS, 2010, 21 (10) :1180-1182

[5] Luminescent sensors and switches in the early 21st century [J].

Callan, JF ;

de Silva, AP ;

Magri, DC .

TETRAHEDRON, 2005, 61 (36) :8551-8588

[6] Eco-friendly and efficient one-pot synthesis of alkyl- or aryl-14H-dibenzo[a,j]xanthenes in water [J].

Dabiri, Minoo ;

Baghbanzadeh, Mostafa ;

Nikcheh, Maryam Shakouri ;

Arzroomchilar, Elham .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (01) :436-438

[7] Diammonium hydrogen phosphate as a neutral and efficient catalyst for synthesis of 1,8-dioxo-octahydroxanthene derivatives in aqueous media [J].

Darviche, Fatemeh ;

Balalaie, Saeed ;

Chadegani, Fatemeh ;

Salehi, Peyman .

SYNTHETIC COMMUNICATIONS, 2007, 37 (7-9) :1059-1066

[8] Amberlyst-15: An efficient reusable heterogeneous catalyst for the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines [J].

Das, B ;

Thirupathi, P ;

Mahender, I ;

Reddy, VS ;

Rao, YK .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 247 (1-2) :233-239

[9] An efficient synthesis of 1,8-dioxo-octahydroxanthenes using heterogeneous catalysts [J].

Das, Biswanath ;

Thirupathi, Ponnaboina ;

Reddy, K. Ravinder ;

Ravikanth, B. ;

Nagarapu, Lingaiah .

CATALYSIS COMMUNICATIONS, 2007, 8 (03) :535-538

[10]

Ellis G. P., 1977, CHROMENES CHROMANES, P13

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