Synthesis of Indoles via Intermolecular and Intramolecular Cyclization by Using Palladium-Based Catalysts

被引:19
作者
Ayesha [1 ]
Bilal, Muhammad [1 ]
Rasool, Nasir [1 ]
Khan, Samreen Gul [1 ]
Rashid, Umer [2 ]
Altaf, Humaira [1 ]
Ali, Imtiaz [3 ]
机构
[1] Univ Faisalabad, Govt Coll, Dept Chem, Faisalabad 38000, Pakistan
[2] Univ Putra Malaysia, Inst Adv Technol, Seri Kembangan 43400, Selangor, Malaysia
[3] King Abdulaziz Univ, Dept Chem & Mat Engn, Rabigh 21911, Saudi Arabia
关键词
indole; palladium; cyclization; cross-coupling; transition; CROSS-COUPLING REACTIONS; ONE-POT SYNTHESIS; ACTIVE ATROPISOMERIC ANILIDES; AXIALLY CHIRAL ANILIDES; ASYMMETRIC N-ARYLATION; C-H ACTIVATION; EFFICIENT SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; GENERAL-SYNTHESIS; TANDEM REACTION;
D O I
10.3390/catal11091018
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
As part of natural products or biologically active compounds, the synthesis of nitrogen-containing heterocycles is becoming incredibly valuable. Palladium is a transition metal that is widely utilized as a catalyst to facilitate carbon-carbon and carbon-heteroatom coupling; it is used in the synthesis of various heterocycles. This review includes the twelve years of successful indole synthesis using various palladium catalysts to establish carbon-carbon or carbon-nitrogen coupling, as well as the conditions that have been optimized.
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页数:80
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共 261 条
[1]  
Abele E., 2003, CHEMHRTEROCYCL COMPD, V39, P3, DOI [10.1023/A:1023008422464, DOI 10.1023/A:1023008422464]
[2]   Scavenging of reactive oxygen species by N-substituted indole-2 and 3-carboxamides [J].
Aboul-Enein, HY ;
Kruk, I ;
Lichszteld, K ;
Michalska, T ;
Kladna, A ;
Marczynski, S ;
Ölgen, S .
LUMINESCENCE, 2004, 19 (01) :1-7
[3]   Palladium-catalyzed sequential indole synthesis using sterically hindered amines [J].
Ackermann, Lutz ;
Sandmann, Rene ;
Schinkel, Marvin ;
Kondrashov, Mikhail V. .
TETRAHEDRON, 2009, 65 (44) :8930-8939
[4]   Thieme Chemistry Journal Awardees - Where Are They Now? Palladium-Catalyzed N-Arylation-Hydroamination Sequence for the Synthesis of Indoles with Sterically Demanding N-Substituents [J].
Ackermann, Lutz ;
Sandmann, Rene ;
Kondrashov, Mikhail V. .
SYNLETT, 2009, (08) :1219-1222
[5]   A Mild Approach for the Synthesis of Indoles from N-(2-Iodo-aryl) formamides and Phenylacetylene by a Copper(I)- and Palladium-Catalyzed Cascade Process [J].
Ahmed, Atiur ;
Ghosh, Munmun ;
Dhara, Shubhendu ;
Ray, Jayanta K. .
SYNLETT, 2014, 25 (17) :2455-2458
[6]   ZnCl2 and Pd/C catalyzed synthesis of 2-substituted indoles [J].
Ahmed, Atiur ;
Ghosh, Munmun ;
Sarkar, Pompy ;
Ray, Jayanta K. .
TETRAHEDRON LETTERS, 2013, 54 (49) :6691-6694
[7]   Synthesis and antibacterial activity of some substituted 3-(aryl)- and 3-(heteroaryl)indoles [J].
Al-Hiari, YM ;
Qaisi, AM ;
El-Abadelah, MM ;
Voelter, W .
MONATSHEFTE FUR CHEMIE, 2006, 137 (02) :243-248
[8]   Aryl-aryl bond formation by transition-metal-catalyzed direct arylation [J].
Alberico, Dino ;
Scott, Mark E. ;
Lautens, Mark .
CHEMICAL REVIEWS, 2007, 107 (01) :174-238
[9]   Atropisomerism and Axial Chirality in Heteroaromatic Compounds [J].
Alkorta, Ibon ;
Elguero, Jose ;
Roussel, Christian ;
Vanthuyne, Nicolas ;
Piras, Patrick .
ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 105, 2012, 105 :1-188
[10]   Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes [J].
Alonso, F ;
Beletskaya, IP ;
Yus, M .
CHEMICAL REVIEWS, 2004, 104 (06) :3079-3159