Iodine-Catalyzed Synthesis of Pyrrolo(2,3-c)coumarin Derivatives Using 3-Aminocoumarins, Arylglyoxals and 4-Hydroxycoumarin through One-Pot Three-Component Reaction

被引：12

作者：

Belal, Md. ^{[1
]}

Khan, Abu T. ^{[1
]}

机构：

[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India

来源：

CHEMISTRYSELECT | 2018年 / 3卷 / 09期

关键词：

3-Aminocoumarins; Fused-ring system; Heterocycles; Molecular Iodine; Pyrrolo(2,3-c)coumarins; COUMARIN DERIVATIVES; MULTICOMPONENT REACTIONS; PYRROLE; CONSTRUCTION;

D O I：

10.1002/slct.201702629

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synthesis of pyrrolo(2,3-c)coumarin derivatives was achieved from 3-aminocoumarins, arylglyoxals and 4-hydroxycoumarin using 20mol% molecular iodine as a catalyst through one-pot three-component reaction. The products were isolated without aqueous work-up or column chromatography in good yields. The present protocol is an efficient synthetic route to access various substituted pyrrolo(2,3-c)coumarin derivatives in large scale.

引用

页码：2431 / 2434

页数：4

共 44 条

[1] Synthesis and biological effects of new derivatives of azines incorporating coumarin [J].

Al-Omran, F ;

Elassar, AZA ;

Abou El-Khair, A .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2003, 40 (02) :249-254

[2]

Banerjee AK, 2006, J SCI IND RES INDIA, V65, P299

[3] Synthesis of fused oxazole-containing coumarin derivatives via oxidative cross coupling reaction using a combination of CuCl2 and TBHP [J].

Belal, Md ;

Khan, Abu T. .

RSC ADVANCES, 2016, 6 (23) :18891-18894

[4] Oxidative cross coupling reaction mediated by I2/H2O2: a novel approach for the construction of fused thiazole containing coumarin derivatives [J].

Belal, Md. ;

Khan, Abu T. .

RSC ADVANCES, 2015, 5 (126) :104155-104163

[5] Synthesis of Pyrido[2,3-c]coumarin Derivatives by an Intramolecular Povarov Reaction [J].

Belal, Md. ;

Das, Deb K. ;

Khan, Abu T. .

SYNTHESIS-STUTTGART, 2015, 47 (08) :1109-1116

[6] Pyrrole: a resourceful small molecule in key medicinal hetero-aromatics [J].

Bhardwaj, Varun ;

Gumber, Divya ;

Abbot, Vikrant ;

Dhiman, Saurabh ;

Sharma, Poonam .

RSC ADVANCES, 2015, 5 (20) :15233-15266

[7] A New Approach to Pyrrolocoumarin Derivatives by Palladium-Catalyzed Reactions: Expedient Construction of Polycyclic Lamellarin Scaffold [J].

Chen, Lei ;

Xu, Ming-Hua .

ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (11-12) :2005-2012

[8] Efficient Synthesis of Functionalized Pyrido[2,3-c]coumarin Derivatives by a One-Pot Three-Component Reaction [J].

Chen, Zhiwei ;

Hu, Lele ;

Peng, Fei .

SYNLETT, 2016, 27 (12) :1888-1892

[9] Synthesis of fused tetrahydropyrido[2,3-c]-coumarin derivatives as potential inhibitors for dopamine d3 receptors, catalyzed by hydrated ferric sulfate [J].

Das, Deb K. ;

Sarkar, Satavisha ;

Khan, Abu T. ;

Saravanan, Parameswaran ;

Patra, Sanjukta .

RSC ADVANCES, 2014, 4 (07) :3581-3590

[10]

de Souza L. G., 2016, CHEM-BIOL INTERACT, V254, P11

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