An efficient synthesis of 1,2-dihydro-1-aryl-3H-naphth[1,2-e][1,3]oxazin-3-one derivatives catalysed by 1,3-dibromo-5,5-dimethylhydantoin/kaolin under solvent-free conditions

被引：0

作者：

Mansoor, S. Sheik ^{[1
]}

Logaiya, K. ^{[1
]}

Sudhan, S. P. N. ^{[1
]}

Aswin, K. ^{[1
]}

Ahmed, R. Nasir ^{[1
]}

机构：

[1] C Abdul Hakeem Coll, Bioact Organ Mol Synthet Unit, Dept Chem Res, Melvisharam 632509, Tamil Nadu, India

来源：

JOURNAL OF THE INDIAN CHEMICAL SOCIETY | 2014年 / 91卷 / 12期

关键词：

1,3-Dibromo-5,5-dimethylhydantoin; naphthoxazinones; solvent-free; one-pot reaction; ONE-POT SYNTHESIS; MULTICOMPONENT SYNTHESIS; ACID; INHIBITORS; SCAFFOLD; REAGENT; SERIES; GREEN;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A mild and efficient method has been developed for the preparation of 1,2-dihydro-1-aryl-3H-naphth[1,2-e][1,3]oxazin-3-one deriyatives from the reaction of aromatic aldehydes with beta-naphthol and urea in the presence of 1,3-dibromo 5,5-dimethylhydantoin (DBH), as an efficient, inexpensive catalyst under thermal and solvent-free conditions. Good yields, short reaction times, straightforward workup, and green conditions are the most obvious advantages of this procedure.

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页码：2283 / 2289

页数：7

相关论文

共 41 条

[1] 1,3-Dibromo-5,5-dimethylhydantoin as a useful reagent for efficient synthesis of 3,4-dihydropyrimidin-2-(1H)-ones under solvent-free conditions [J].

Abdollahi-Alibeik, Mohammad ;

Zaghaghi, Zahra .

CHEMICAL PAPERS, 2009, 63 (01) :97-101

[2]

Ahangar HA, 2010, J IRAN CHEM SOC, V7, P770

[3] Design and synthesis of novel platelet fibrinogen receptor antagonists with 2H-1,4-benzoxazine-3(4H)-one scaffold.: A systematic study [J].

Anderluh, M ;

Cesar, J ;

Stefanic, P ;

Kikelj, D ;

Janes, D ;

Murn, J ;

Nadrah, K ;

Tominc, M ;

Addicks, E ;

Giannis, A ;

Stegnar, M ;

Dolenc, MS .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (01) :25-49

[4]

Aswin K., 2014, Journal of King Saud University Science, V26, P141, DOI 10.1016/j.jksus.2013.05.004

[5] Enantioselective organocatalytic indole alkylations. Design of a new and highly effective chiral amine for iminium catalysis [J].

Austin, JF ;

MacMillan, DWC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (07) :1172-1173

[6] Synthesis and vasorelaxant activity of new 1,4-benzoxazine derivatives potassium channel openers [J].

Caliendo, G ;

Perissutti, E ;

Santagada, V ;

Fiorino, F ;

Severino, B ;

Bianca, RDD ;

Lippolis, L ;

Pinto, A ;

Sorrentino, R .

BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (08) :2663-2669

[7] An environmentally benign one-pot synthesis of 1,2-dihydro-1-aryl-3H-naphth[1,2-e][1,3]oxazin-3-one derivatives catalysed by phosphomolybdic acid [J].

Chaskar, Atul ;

Vyavhare, Vimal ;

Padalkar, Vikas ;

Phatangare, Kiran ;

Deokar, Hrushikesh .

JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2011, 76 (01) :21-26

[8] Synthesis and antibacterial evaluation of certain quinolone derivatives [J].

Chen, YL ;

Fang, KC ;

Sheu, JY ;

Hsu, SL ;

Tzeng, CC .

JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (14) :2374-2377

[9] A facile synthesis of 3,4-dialkyl-3,4-dihydro-2H-1,3-benzoxazin-2-ones and naphthoxazin-2-ones and their reactions with organolithium and Grignard reagents -: Preparation of N-[1-(2′-hydroxyphenyl)alkyl]amides [J].

Cimarelli, C ;

Palmieri, G ;

Volpini, E .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 2004, 82 (08) :1314-1321

[10] A novel three-component, one-pot synthesis of 1,2-dihydro-1-arylnaphtho [1,2-e][1,3]oxazine-3-one derivatives under microwave-assisted and thermal solvent-free conditions [J].

Dabiri, Minoo ;

Delbari, Akram Sadat ;

Bazgir, Ayoob .

SYNLETT, 2007, (05) :821-823

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