An efficient route for the construction of cyclopenta[b]quinoline derivatives via intramolecular cyclopropanation

A one-pot process to introduce diazoacetoacetate functionality into quinoline was identified with excellent yield and regioselectivity. An intramolecular cyclopropanation of the resulting adducts gave tetracyclic cyclopenta[b]quinoline derivatives in nearly quantitative yields. A synthetic utility of the tetracyclic derivatives was examined by a simple ring opening reaction to afford cyclopenta[b]quinoline in a good yield.     

Novel N-heteroaromatic dyes for textile substrates

This study reports the synthesis and characterization of quinoline derivatives. The synthesized quinoline compounds were applied to the dyeing treatment of acrylic fabrics. The color fastness to washing and light of quinoline compound-dyed fabrics was examined. Human skin HaCaT cell line was also used for the skin cytotoxicity evaluation of the quinoline compound-dyed acrylic fabrics.     

Mechanochemical Synthesis of Functionalized Quinolines by Iodine Mediated Oxidative Annulation

An iodine‐mediated environmentally benign synthesis of multi‐substituted quinoline derivatives is developed using a solvent‐free mechanochemical process. Appropriately designed and easily accessible protecting group‐free aniline derivatives were used for the oxidative annulation reaction, and a series of quinoline derivatives with variable functionalities were synthesized up to 89 % isolated yield. Importantly, the activator iodine remains in the quinoline molecule and promotes further functionalizations. The present methodology is beneficial with regard to operational simplicity and mild reaction conditions.     

7,8-亚甲二氧基-4-氧代-3,4-二氢嘧啶并[4,5-b]喹啉衍生物的合成

为了寻找具有药理活性的喹啉衍生物, 我们合成了五个新的喹啉衍生物和十一个7,8--亚甲二氧基-4-氧代-3,4-二氢嘧啶并[4,5-b]喹啉衍生物. 这些化合物的结构均经核磁共振光谱, 红外光谱和元素分析予以证实 .     

四苯乙烯和三苯乙烯修饰的8-羟基喹啉聚集诱导发光特性研究

将2-甲基-8-羟基喹啉与四苯乙烯或三苯乙烯基团结合,合成了两种新型喹啉衍生物(4-Br-TPE-8HQ及TriPE-8HQ),并对其进行了光物理性能研究。结果发现,连接有四苯乙烯的喹啉衍生物能够体现聚集诱导发光(AIE)特性,而连接三苯乙烯的喹啉衍生物却显示温和的聚集诱导猝灭(ACQ)效应,实现了通过功能基团来调节目标分子聚集诱导效应的目的。研究发现,不同体系下分子的整体平面性有所不同,其中三苯乙烯修饰的衍生物在溶液中的荧光寿命(0.55 ns)高于固体荧光寿命(0.43 ns);循环伏安法证明两者具有良好的电化学稳定性,计算得到的4-Br-TPE-8HQ和TriPE-8HQ的LUMO能级分别为-2.40 eV和-2.43 eV,表明为两个化合物注入电子是可行的。     

Cobalt‐Catalyzed Enantioselective Hydroboration/Cyclization of 1,7‐Enynes: Asymmetric Synthesis of Chiral Quinolinones Containing Quaternary Stereogenic Centers

An asymmetric cobalt‐catalyzed hydroboration/cyclization of 1,7‐enynes to synthesize chiral six‐membered N‐heterocyclic compounds was developed. A variety of aniline‐tethered 1,7‐enynes react with pinacolborane to afford the corresponding chiral boryl‐functionalized quinoline derivatives in high yields with high enantioselectivity. This cobalt‐catalyzed asymmetric cyclization of 1,7‐enyens provides a general approach to access a series of chiral quinoline derivatives containing quaternary stereocenters.     

Elemental fluorine : Part 15. Selective direct fluorination of quinoline derivatives

Direct fluorination of various quinoline derivatives in acidic reaction media gives fluorinated quinoline products arising from electrophilic substitution processes.     

Selective direct fluorination of quinoline derivatives

Direct fluorination of various quinoline derivatives in acidic reaction media gives fluorinated quinoline products arising from selective, efficient electrophilic substitution processes.     

Triazole-gold (TAAu) catalyzed three-component coupling (A3 reaction) towards the synthesis of 2, 4-disubstituted quinoline derivatives

A gold-catalyzed three-component coupling reaction (A3 reaction) was developed as an efficient approach for the synthesis of challenging 2,4-disubstituted quinoline derivatives. Compared to previously reported Cu/Au bi-catalyst system, this protocol enables achieving A3 reaction only in the presence of triazole-gold catalyst. Notably, 4-alkyl substituted or 2-alkyl substituted quinoline derivatives were obtained with good yields, which highlighted the unique advantage of this new strategy.     

An efficient synthesis of 2,3,4‐trisubstituted quinolines through alkynylation‐cyclization at ambient temperature

A series of 2,3,4‐trisubstituted quinoline derivatives have been synthesized by reactions between 2‐aminoaryl ketones and dialkyl acetylenedicarboxylate. The synthetic pathway allows for the direct construction of said quinoline derivatives in pyridine/ethanol at ambient temperature through a zwitterion intermediate. J. Heterocyclic Chem., (2011)     

Mild addition of carbon nucleophiles to pyridine and quinoline N-oxides under different activation conditions

In the course of our syntheses of functionalised pyridine and quinoline derivatives, we examined the reactivities of pyridine and quinoline N-oxides towards the nucleophilic addition of acidic carbon derivatives. Different activating reagents were used, such as PyBroP, triflic anhydride and a combination of pyrrolidine phosphoramide and triflic anhydride.     

Design,synthesis and exploration of in silico α-amylase and α-glucosidase binding studies of pyrrolidine-appended quinoline-constrained compounds

Research on Chemical Intermediates - A series of new pyrrolidine-appended phenoxy-substituted quinoline derivatives were synthesized using 2-chloro-3-formyl quinoline. Initially, the second...     

Transformations of some substituted methylene heterocycles with some nucleophiles

To the ring nitrogen substituted o-methylene derivatives of pyridine, pyridazine, quinoline and isoquinoline were transformed into the corresponding pyrazolyl derivatives when treated with hydrazine hydrate. On the other hand, the substituted methylene derivatives of quinoline or isoquinoline were transformed with aqueous sodium hydroxide or with sodium ethylate into 2-methylquinoline or 1-methylisoquinoline. This reaction represents a facile introduction of a methyl group in the above mentioned heterocycles.     

Regioselective synthesis of pyrano[3,2-f]quinoline and phenanthroline derivatives using molecular iodine

A series of polysubstituted pyrano[3,2-f]quinoline and phenanthroline derivatives have been synthesized by molecular iodine-catalyzed tandem reaction of various propargylic alcohols with or without substituted amines in excellent yields. Moreover, the cyclized side products are also pyrano[3,2-f]quinoline and phenanthroline derivatives.     

An Improved Protocol for the Synthesis of Quinoline‐2,3‐dicarboxylates under Neutral Conditions via Biomimetic Approach

A mild and efficient protocol for synthesis of quinoline derivatives in aqueous medium under neutral conditions is described. The reaction proceeded smoothly in H₂O catalyzed by supramolecular catalyst β‐CD. By this protocol, various quinoline derivatives were synthesized in excellent yields.     

New methodology for acridine synthesis using a rhodium-catalyzed benzannulation

A new methodology for the synthesis of acridine derivatives is disclosed. The starting materials are commercially available quinolines, which can be converted, via five high efficient steps, in a key quinoline intermediate substituted with a TBS-protected-enol-ether and an internal alkyne. The key and last step is a rhodium-catalyzed benzannulation of the quinoline intermediate yielding the desired poly-substituted acridines derivatives.     

Studies on furan derivatives. X. Preparation of 2-Methylfuro[2,3-c]quinoline Derivatives

4-Chloro-2-methylfuro[2,3-c]quinoline (IV) was synthesized from ethyl 3-(2-nitrophenyl)-5-methyl-2-furoate and IV was allowed to react with some nucleophiles to afford the corresponding 4-substituted 2-methylfuro-[2,3-c]quinoline derivatives, respectively. On treatment of IV with potassium azide in dimethylsulfoxide, 2-methylfuro[2,3-c]tetrazolo[1,5-a]quinoline was formed path azido-tetrazolo isomerization. 2-Methylfuro-[2,3-c]quinoline was prepared by the reduction of IV.     

Efficient synthesis of [1,3]oxazino[2,3-a]quinoline derivatives by a novel 1,4-dipolar cycloaddition involving a quinoline-DMAD zwitterion and carbonyl compounds

An efficient synthesis of [1,3]oxazino[2,3-a]quinoline derivatives via a three-component reaction of quinoline, DMAD and carbonyl compounds is described.     

Synthesis of Quinoline Derivatives by [4+2]Cycloaddition Reaction

Synthesis of quinoline derivatives by Lewis acid catalyzed [4+2]cycloaddition was investigated.     

氮杂二烯光化学反应合成喹啉衍生物

综述了以氮杂二烯为原料,光化学反应合成喹啉衍生物的最新进展.参考文献18篇.