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
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
收藏
页码:9592 / 9595
页数:4
相关论文
共 95 条
[81]   One-Pot MCR-Oxidation Approach toward Indole-Fused Heteroacenes [J].
Santhini, P. V. ;
Krishnan, Akhil R. ;
Babu, Sheba Ann ;
Simethy, Betna Shamlin ;
Das, Gourab ;
Praveen, Vakayil K. ;
Varughese, Sunil ;
John, Jubi .
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (19) :10537-10548
[82]   TITANIUM TRICHLORIDE MEDIATED REDUCTION OF NITROSTYRENES [J].
SERA, A ;
FUKUMOTO, S ;
YONEDA, T ;
YAMADA, H .
HETEROCYCLES, 1986, 24 (03) :697-702
[83]   p-Toluenesulfonic acid doped polystyrene (PS-PTSA): solvent-free microwave assisted cross-coupling-cyclization-oxidation to build one-pot diversely functionalized pyrrole from aldehyde, amine, active methylene, and nitroalkane [J].
Shinde, Vijay Vilas ;
Lee, Sang Dong ;
Jeong, Yong Seok ;
Jeong, Yeon Tae .
TETRAHEDRON LETTERS, 2015, 56 (06) :859-865
[84]   Porphyrins with exocyclic rings. Part 21: Influence of pyrrolic and carbocyclic ring alkyl substituents on the synthesis of porphyrins bearing six-membered exocyclic rings [J].
Shiner, CM ;
Lash, TD .
TETRAHEDRON, 2005, 61 (49) :11628-11640
[85]  
Stuerga D., 2006, Microwaves in Organic Synthesis, P1, DOI [10.1002/9783527619559.ch1, DOI 10.1002/9783527619559.CH1]
[86]   Design and synthesis of novel carbazole tethered pyrrole derivatives as potent inhibitors of Mycobacterium tuberculosis [J].
Surineni, Goverdhan ;
Yogeeswari, Perumal ;
Sriram, Dharmarajan ;
Kantevari, Srinivas .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (03) :485-491
[87]  
tenHave R, 1996, SYNTHESIS-STUTTGART, P871
[88]   COMBINATORIAL SYNTHESIS - THE DESIGN OF COMPOUND LIBRARIES AND THEIR APPLICATION TO DRUG DISCOVERY [J].
TERRETT, NK ;
GARDNER, M ;
GORDON, DW ;
KOBYLECKI, RJ ;
STEELE, J .
TETRAHEDRON, 1995, 51 (30) :8135-8173
[89]  
Ugi I., 1997, J. Prakt. Chem, V399, P499, DOI [10.1002/prac.19973390193, DOI 10.1002/PRAC.19973390193]
[90]  
VANLEUSEN AM, 1972, TETRAHEDRON LETT, P5337