微波辐射下2-氨基苯并[h]喹唑啉衍生物的合成

2-芳亚甲基-3，4-二氢-2H-1（2H）-萘酮和碳酸胍在以乙二醇为溶剂、微波辐 射下反应，生成一系列新的2-氨基-4-芳基-5，6-二氢化苯并[h]喹啉衍生物，产物 的结构通过单晶X射线衍射分析确证。     

超声辐射下水介质中三组分一锅合成吡喃并[2,3-d]嘧啶衍生物

报道了在超声波辐射下, 水相中无催化剂下通过芳香醛与丙二腈、巴比妥酸的一锅反应, 合成了一系列吡喃并[2,3-d]嘧啶衍生物. 在超声波辐射下, 不仅饱和芳香醛与丙二腈、巴比妥酸的一锅反应在室温下能高收率地进行, 而对于α,β-不饱和醛以及二元醛与丙二腈、巴比妥酸的一锅反应也能在室温下顺利进行, 获得较高的收率. 产物的结构通过IR, 1H NMR和元素分析表征. 该方法具有操作简单和环境友好等优点.     

An Efficient,Microwave-Assisted,One-Pot Synthesis of Dioxolano Quinoline/benzo[h]quinolines as Potent Antibacterial Agents

Quinolines/benzo[h]quinolines are associated with a broad spectrum of biological activities. In view of this, 3-(1,3-dioxolan-2-yl)quinoline/benzo[h]quinoline-2-thiol/selenols were prepared under microwave irradiation through one-pot reactions, and these quinolines/ benzo[h]quinolines were evaluated for potential antibacterial activity.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.     

One-Pot Synthesis of Novel Spiro Pyrano[2,3-d][1,3]thiazolo[3,2-a]pyrimidine Derivatives

In a one-pot synthesis, 1′-methyl-2,3″-dioxo-5″-aryl-1,2,5a″,7″,8″,9a″-hexahydro-5″H,6″H-dispiro[indole-3,2′-pyrrolidine-3′,2″-pyrano[2,3-d][1,3]thiazolo[3,2-a]pyrimidine]-4′-carboxylic acid methyl ester was prepared via the sequential reaction of 4-aryl-octahydro-pyrano[2,3-d]pyrimidine-2-thione, dimethyl acetylenedicarboxylate (DMAD), and a mixture of isatin and sarcosine. All the novel spiro compounds, in moderate yields, were characterized thoroughly by infrared, NMR, mass spectromentry, and elemental analysis together with x-ray crystallographic analysis.     

水介质中4-芳基-3-甲基-1-苯基-4,5,6,7,8,9-六氢化吡唑并[5,4-b]喹啉-5-酮衍生物的三组分一锅合成

在水介质中有十二烷基磺酸钠(SDS)存在下, 以芳醛、5-氨基-3-甲基-1-苯基吡唑、1,3-环己二酮三组分一锅反应合成了4-芳基-3-甲基-1-苯基-4,5,6,7,8,9-六氢化吡唑并[5,4-b]喹啉-5-酮衍生物, 产物的结构通过IR, ¹H NMR确证, 化合物4e的结构经单晶X射线衍射确证.     

一锅法合成含两种桥联链的杯[4]双冠醚和双杯[4]冠醚

报道了"一锅法"合成含两种桥联链的新型杯[4]双冠醚和双杯[4]冠醚.杯[4]芳烃先与N,N’-乙撑基-二(2-氯乙酰胺)发生"1+1"缩合反应,然后直接加入三甘醇双对甲苯磺酸酯继续进行"2+2"缩合反应,合成了含两种桥联链的新型双杯[4]冠醚4.按照相似程序,杯[4]芳烃先后与N,N’-乙撑基-二(2-氯乙酰胺)、溴乙酸乙酯和二乙烯三胺反应,得到含两种桥联链的新型杯[4]双冠醚5.化合物5进一步与异硫氰酸苯酯反应合成带硫脲支链的杯[4]双冠醚6.所有新化合物的结构与构象经元素分析、质谱、核磁共振谱等表征证实.     

水介质中吡喃并[3,2-c]吡喃-5-酮衍生物的三组分一锅合成

水介质中在氯化三乙基苄基铵(TEBAC)催化下, 芳醛与丙二腈和4-羟基-6-甲基吡喃-2-酮三组分一锅反应合成了一系列2-氨基-3-氰基-4-芳基-4H,5H-吡喃-5-酮. 该反应具有产率高、污染少、操作简单、环境友好等优点.     

水中苯并[h]色烯衍生物的洁净合成

在三乙基苄基氯化铵(TEBA)存在下的水介质中，芳亚甲基丙二腈与1-萘酚发生 加成、环化反应生成2-氨基-3-氰基-4-芳基苯并[h]色烯．产物的结构通过元素分 析、红外光谱和核磁共振氢谱确证，该方法具有操作简单、产率高、环境友好的优 点．     

One-Pot Synthesis of N2-Substituted 2-Amino-4-aryl-5,6,7,8-tetrahydroquinoline-3-carbonitrile in Basic Ionic Liquid [bmim]OH

N2-Methyl- or aryl-substituted 2-amino-4-aryl-5,6,7,8-tetrahydroquinoline-3-carbonitriles were synthesized via a four-component, one-pot reaction of aromatic aldehyde, cyclohexanone, malononitrile, and amines in basic ionic liquid [bmim]OH with good to excellent yields. During this transformation, at least 11 bonds were cleaved and 7 new bonds were constructed.      

A Novel and Facile Synthesis of 2‐(Benzofuran‐2‐yl)benzo[h]quinoline‐3‐carboxylic Acid Derivatives

A simple and concise approach for the synthesis of a series of new heterocyclic systems of 2‐(benzofuran‐2‐yl)benzo[h]quinoline‐3‐carboxylic acid derivatives ( 3a–3g ) is described. The synthetic strategy features the one‐pot reaction of ethyl 2‐(chloromethyl)benzo[h]quinoline‐3‐carboxylate ( 2 ) with various substituted salicylaldehydes as well as 2‐hydroxy‐1‐naphthaldehyde as a key step. The substrate 2 was prepared in good yield by a mild, efficient and direct reaction of 1‐naphthylamine ( 1 ) with Vilsmeier‐Haack reagent. The structures of all the new compounds were identified by spectral data and elemental analysis.     

K2CO3-Mediated,One-Pot,Multicomponent Synthesis of Medicinally Potent Pyridine and Chromeno[2,3-b]pyridine Scaffolds

An efficient one-pot, multicomponent synthesis of 3,5-dicyanopyridines has been developed from the reaction of malononitrile and different thiophenol or thiols with a variety of aldehydes (aromatic including hindered ones, heteroaromatic, and aliphatic) in the presence of 20 mol% of K₂CO₃ in refluxing 50% aqeuous ethanol. KMnO₄ has been utilized as a readily available, inexpensive oxidant for the in situ transformation of the initially formed dihydropyridine intermediate. K₂CO₃ also mediates the one-pot formation of chromeno[2,3-b]pyridines from reaction of salicylaldehyde or its analogs with malononitrile and thiol or thiophenols. Both of these conditions also work equally well under 50-fold scale-up conditions.

Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.     

无溶剂研磨条件下四氢苯并吡喃衍生物的一锅法合成

四氢苯并吡喃衍生物在药物和农药研究中有着广泛的用途. 基于合成这类化合物的传统方法所用溶剂多为对环境不利的极性溶剂, 且合成需分步进行, 在提倡绿色化学和发展节约型经济的今天, 如何改良这类反应已成为一个热点. 本工作通过选择不同的碱尝试反应最佳条件, 发现用价廉易得的碳酸钾为碱, 对不同官能团取代的底物芳醛采用研磨的手段, 在无溶剂条件下, 一锅法可成功合成四氢苯并吡喃衍生物. 该法条件温和, 收率高, 易于操作, 对环境影响小.     

2-氨基-3-氰基-4-(4-氟苯基)-4H-苯并[h]苯并吡喃的合成和晶体结构

标题化合物与N,N-二甲基甲酰胺(DMF)形成的1:1混合结晶物C20H23FN2OC3H7NO由对氟苯甲醛、丙二腈、-萘酚在六氢吡啶存在下合成并经DMF与水的混合溶剂重结晶而得, 其结构通过元素分析、IR 和1H NMR对化合物进行了表征,用X-射线单晶衍射法测定了该化合物的晶体结构。结果表明,晶体属于单斜晶系,P21/n空间群,a = 6.365(1), b = 10.620(2), c = 29.122(6) ? b = 92.00(1), V = 1967.3(6) ?, Mr = 389.42, Z = 4, Dc = 1.315 g/cm3, m (MoKa) = 0.092 mm-1, F(000) = 816。晶体结构用直接法解出,经全矩阵最小二乘法修正,最终偏离因子R = 0.047, wR = 0.1053。化合物分子中,原子C(1), C(2), C(3), C(4), C(5) 和O(1)形成1个六员环,该六员环中C(1)C(2)键长为1.346(3) 牛砻魑肆被肺焦瓜蟆?     

水介质中三组分一锅合成1-芳基苯并[f]喹啉衍生物

以芳醛、2-萘胺和Meldrum酸为原料, 以水为溶剂, 在回流条件下以三乙基苄基氯化铵为催化剂通过三组分一锅反应, 合成了一系列的1-芳基苯并[f]喹啉衍生物. 该方法具有反应条件温和、产率较高(79%～87%)、环境友好等优点. 产物的结构通过熔点, IR, ¹H NMR和元素分析表征.     

5-N-甲基苯并呋喃［3,2-b］喹啉衍生物的合成及其作为DNA嵌插剂的光谱学研究

以生物碱白叶藤碱为出发点,依据生物电子等排体原则,设计了5-N-甲基苯并呋喃[3,2-b]喹啉母体,并参考安吖啶结构特征,合成了一系列5-N-甲基苯并呋喃喹啉的11-位苯胺衍生物,通过波谱手段确认其结构。运用紫外-可见光谱法和分子对接测定了衍生物与DNA的结合常数K和对接分数。紫外光谱实验中,衍生物与小牛胸腺DNA结合后吸收峰出现减色效应和红移现象;离子强度实验排除了表面结合模式的可能性;结合EB置换实验和分子模拟的结果,可初步推断作用模式为嵌插作用。     

TiO2 Nanopowder Catalyzed Microwave-Induced One-Pot Synthesis of Novel Quinoline/Benzo[h]quinoline3-carbonitrile Under Solvent Free Conditions

A rapid and efficient method for the synthesis of various carbonitrile quinoline/benzo[h]quinolines has been developed through the Knoevenagel condensation, Michael addition of aromatic aldehyde/amine with carbonyl compounds in the presence of a nanostructured TiO₂ photocatalyst by microwave irradiation under solvent-free conditions.     

三组分“一锅煮”合成4,5-二氢吡唑并[1,5-a]嘧啶

以芳香醛、5-氨基-1H-吡唑和丙二腈为原料, 三组分“一锅煮”合成4,5-二氢吡唑并[1,5-a]嘧啶类化合物. 所有化合物均经IR, ¹H NMR和元素分析检测. 该法是一种操作简单, 产率较高的方法.     

呋喃[2,3-b]喹啉衍生物的合成及其生物活性研究进展

呋喃[2,3-b]喹啉骨架作为目前发现数目最为庞大的一类天然呋喃喹啉结构,因其丰富的结构与良好的生物活性,吸引了大量研究者的关注。近年来,不仅许多新的天然呋喃[2,3-b]喹啉不断从自然界中被发现,而且基于生物活性研究的衍生物制备也得到蓬勃发展。为了充分利用这一宝贵天然资源,为活性天然产物的结构改造提供一定指导与参考,本文对近二十年来呋喃[2,3-b]喹啉衍生物的合成以及相关生物活性研究进行了总结,并展望其前景。     

Regioselective Synthesis of Indolizines,Pyrrolo[2,1-a]isoquinolines,and Quinolines

Convenient and regioselective synthesis of indolizine and pyrrolo[2,1-a]isoquinoline/quinoline derivatives by one-pot multicomponent reaction of N-substituted pyridinium and isoquinolinum/quinolinium salts with alkyl propiolates in the presence triphenylphosphine is described.