Microwave-Assisted, One-Pot Three-Component Synthesis of 6-(Pyrrolyl) Coumarin/Quinolone Derivatives Catalyzed by In(III) Chloride

被引：14

作者：

Das, Arijit ^{[1
]}

Roy, Hiren ^{[1
]}

Ansary, Inul ^{[1
]}

机构：

[1] Univ Burdwan, Dept Chem, Golapbag Campus, Burdwan 713104, W Bengal, India

来源：

CHEMISTRYSELECT | 2018年 / 3卷 / 33期

关键词：

dialkyl acetylenedicarboxylate; indium(III) chloride; microwave; beta-nitrostyrene; 6-(pyrrolyl) coumarin/quinolone; PAAL-KNORR REACTION; SOLVENT-FREE; EFFICIENT SYNTHESIS; SUBSTITUTED PYRROLES; ORGANIC-SYNTHESIS; POLYSUBSTITUTED PYRROLES; FUNCTIONALIZED PYRROLE; ACETYLENIC ALDEHYDES; CARBOXYLIC-ACIDS; HIGHLY EFFICIENT;

D O I：

10.1002/slct.201801931

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of 6-(pyrrolyl) coumarin/quinolone derivatives have been synthesized in moderate to good yields (53-79%) via one-pot three-component reactions of 6-amino coumarin/quinolones, beta-nitrostyrenes and dialkyl acetylenedicarboxylates catalyzed by indium(III) chloride under microwave heating conditions.

引用

页码：9592 / 9595

页数：4

共 95 条

[71]

Ranu BC, 2000, EUR J ORG CHEM, V2000, P2347

[72] Total Synthesis of a Pyrrole Lactone Alkaloid, Longanlactone [J].

Reddy, Chada Raji ;

Reddy, Motatipally Damoder ;

Dilipkumar, Uredi .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (28) :6310-6313

[73] Phosphine-mediated cascade reaction of azides with MBH-acetates of acetylenic aldehydes to substituted pyrroles: a facile access to N-fused pyrrolo-heterocycles [J].

Reddy, Chada Raji ;

Reddy, Motatipally Damoder ;

Srikanth, Boinapally .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (21) :4280-4288

[74] Morita-Baylis-Hillman acetates of acetylenic aldehydes: versatile synthons for substituted pyrroles via a metal-free tandem reaction [J].

Reddy, Chada Raji ;

Reddy, Motatipally Damoder ;

Srikanth, Boinapally ;

Prasad, Kothakonda Rajendra .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (17) :6027-6033

[75]

Reddy M D., 2018, Chem. Sci, V9, P1782, DOI DOI 10.1039/C7SC04107A

[76] Rh-Catalyzed, Regioselective, C-H Bond Functionalization: Access to Quinoline-Branched Amines and Dinners [J].

Reddy, M. Damoder ;

Fronczek, Frank R. ;

Watkins, E. Blake .

ORGANIC LETTERS, 2016, 18 (21) :5620-5623

[77] Synthesis of pyrroles from 1-dialkylamino-3-phosphoryl(or phosphanyl)allenes through 1,5-cyclization of conjugated azomethine ylide intermediates [J].

Reisser, M ;

Maas, G .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (15) :4913-4924

[78] Organocatalytic Application of Ionic Liquids: [bmim][MeSO4] as a Recyclable Organocatalyst in the Multicomponent Reaction for the Preparation of Dihydropyrimidinones and -thiones [J].

Roy, Sudipta Raha ;

Jadhavar, Pradeep S. ;

Seth, Kapileswar ;

Sharma, Kulin K. ;

Chakraborti, Asit K. .

SYNTHESIS-STUTTGART, 2011, (14) :2261-2267

[79] Rational Design, Synthesis, and Potency of N-Substituted Indoles, Pyrroles, and Triarylpyrazoles as Potential Fructose 1,6-Bisphosphatase Inhibitors [J].

Rudnitskaya, Aleksandra ;

Borkin, Dmitry A. ;

Huynh, Ken ;

Torok, Bela ;

Stieglitz, Kimberly .

CHEMMEDCHEM, 2010, 5 (03) :384-389

[80] I2-promoted denitration strategy: one-pot three component synthesis of pyrrole-fused benzoxazines [J].

Sagar, A. ;

Babu, Venkata Nagarjuna ;

Dey, Arnab ;

Sharada, Duddu S. .

TETRAHEDRON LETTERS, 2015, 56 (21) :2710-2713

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