Efficient and Green Syntheses of 12-Aryl-2,3,4,12-tetrahydrobenzo[b]xanthene-1,6,11-triones in Water and Task-Specific Ionic Liquid

被引：21

作者：

Khurana, Jitender M. ^{[1
]}

Lumb, Anshika ^{[1
]}

Chaudhary, Ankita ^{[1
]}

Nand, Bhaskara ^{[1
]}

机构：

[1] Univ Delhi, Dept Chem, Delhi 110007, India

来源：

SYNTHETIC COMMUNICATIONS | 2013年 / 43卷 / 16期

关键词：

Aqueous media; benzoxanthenes; bmim[HSO4; 2-hydroxy-1; 4-naphthoquinone; cyclic-1; 3-dicarbonyl compounds; POTENT;

D O I：

10.1080/00397911.2012.688230

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Facile and convenient one-pot cascade/tandem approaches for the syntheses of privileged medicinal scaffolds, 12-aryl-2,3,4,12-tetrahydrobenzo[b]xanthene-1,6,11-trione derivatives, have been reported under extremely mild reaction conditions using a catalytic amount of H2SO4 in water or in the presence of the acidic ionic liquid bmim[HSO4], which could be recycled. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

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页码：2147 / 2154

页数：8

相关论文

共 20 条

[1]

[Anonymous], 1995, Compr. Heterocycl. Chem. II, DOI DOI 10.1016/B978-008096518-5.00112-X

[2] Xanthene derived potent nonpeptidic inhibitors of recombinant human calpain I [J].

Chaterjee, S ;

Iqbal, M ;

Kauer, JC ;

Mallamo, JP ;

Senadhi, S ;

Mallya, S ;

BozyczkoCoyne, D ;

Siman, R .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (13) :1619-1622

[3] An Efficient Three-Component Synthesis of Benzoxanthenes in Water [J].

Dabiri, Minoo ;

Tisseh, Zeinab Noroozi ;

Bazgir, Ayoob .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (05) :1062-1065

[4] Microwave-induced preparation of biologically important benzothiazolo[2,3-b]quinazolines, and comparison with ultrasonic and classical heating [J].

Dandia, Anshu ;

Arya, Kapil ;

Khaturia, Sarita ;

Jain, Anuj Kumar .

MONATSHEFTE FUR CHEMIE, 2010, 141 (09) :979-985

[5] METHODS FOR DRUG DISCOVERY - DEVELOPMENT OF POTENT, SELECTIVE, ORALLY EFFECTIVE CHOLECYSTOKININ ANTAGONISTS [J].

EVANS, BE ;

RITTLE, KE ;

BOCK, MG ;

DIPARDO, RM ;

FREIDINGER, RM ;

WHITTER, WL ;

LUNDELL, GF ;

VEBER, DF ;

ANDERSON, PS ;

CHANG, RSL ;

LOTTI, VJ ;

CERINO, DJ ;

CHEN, TB ;

KLING, PJ ;

KUNKEL, KA ;

SPRINGER, JP ;

HIRSHFIELD, J .

JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (12) :2235-2246

[6] Acidic ionic liquid [bmim]HSO4:: An efficient catalyst for acetalization and thioacetalization of carbonyl compounds and their subsequent deprotection [J].

Gupta, Neeraj ;

Sonu ;

Kad, Goverdhan L. ;

Singh, Jasvinder .

CATALYSIS COMMUNICATIONS, 2007, 8 (09) :1323-1328

[7] DBU: a highly efficient catalyst for one-pot synthesis of substituted 3,4-dihydropyrano[3,2-c]chromenes, dihydropyrano[4,3-b]pyranes, 2-amino-4H-benzo[h]chromenes and 2-amino-4H benzo[g]chromenes in aqueous medium [J].

Khurana, Jitender M. ;

Nand, Bhaskara ;

Saluja, Pooja .

TETRAHEDRON, 2010, 66 (30) :5637-5641

[8] A Green and Efficient Synthesis of 13-Aryl-5,7,12,14-tetrahydrodibenzo[b,i]xanthene-5,7,12,14(13H)-tetraone Derivatives in Ionic Liquid [J].

Li Yuling ;

Du Baixiang ;

Xu Xiaoping ;

Shi Daqing ;

Ji Shunjun .

CHINESE JOURNAL OF CHEMISTRY, 2009, 27 (08) :1563-1568

[9] Stereoselective organic reactions in water [J].

Lindström, UM .

CHEMICAL REVIEWS, 2002, 102 (08) :2751-2771

[10] PHOTOINITIATORS FOR FREE-RADICAL-INITIATED PHOTOIMAGING SYSTEMS [J].

MONROE, BM ;

WEED, GC .

CHEMICAL REVIEWS, 1993, 93 (01) :435-448