1,2,3,4-四氢喹啉的合成方法

介绍了一种用1-茚酮合成1,2,3,4-四氢喹啉的方法,该方法操作简单、安全、产率高并且条件温和。对反应催化剂的种类进行了筛选,并且对催化剂用量、反应温度和反应时间进行了优化,使1,2,3,4-四氢喹啉的产率达到90%以上。     

Aza-Diels-Alder反应合成四氢喹啉的研究进展

四氢喹啉类化合物具有广泛的生物活性,并且也是一类重要的染料中间体。综述了近几年由N-芳基亚胺与亲双烯体经aza-Diels-Alder反应合成四氢喹啉的反应,以及由羰基化合物、胺和烯醇醚"一锅法"合成四氢喹啉的进展。分析比较了路易斯酸催化、阳离子自由基催化、其他酸催化合成等不同合成方法的优缺点。由羰基化合物、胺和烯醇醚"一锅法"构建四氢喹啉骨架更加简便,具有广阔的发展前景。     

N-甲基-7-硝基-1,2,3,4-四氢喹啉的合成

研究了一种N-甲基-7-硝基-1,2,3,4-四氢喹啉的合成新工艺,该法以1,2,3,4-四氢喹啉为原料,在离子液体催化下用碳酸二甲酯进行烷基化,然后用Cu(NO3)2.3H2O/醋酸进行硝化反应得到目标产物。通过对影响反应的多种因素研究得到比较合理的工艺条件,烷基化反应:1,2,3,4-四氢喹啉∶DMC=1∶4(mol比,下同),90～95℃反应5h;硝化反应:Cu(NO3)2.3H2O∶N-甲基-1,2,3,4-四氢喹啉=1.5∶1,40℃反应3h;在此条件下,两步总收率74.7%。产品结构经1 H NMR表征确认。     

高分散[Pd-Pt]/C催化喹啉加氢制备1,2,3,4-四氢喹啉

利用双表面活性剂( Tween-20和Brij-35 )保护的方法,合成并表征了一系列[Pd-Pt]/C催化剂。将其应用于喹啉催化加氢制备1,2,3,4-四氢喹啉反应中,结果表明,5wt%[Pd-Pt(1:3)]/C的催化活性最高。优化反应参数,以乙醇为溶剂,初始底物浓度为2.4mol/L,在130℃, 2.5MPa下反应50min,喹啉转化率100%,1,2,3,4-四氢喹啉选择性100%。     

间甲氧基苯乙腈合成工艺研究

间甲氧基苯乙腈,别名3-甲氧基苯乙腈,主要用于医药、农药中间体。下游产品为间甲氧基苯乙酸乙酯,6-甲氧基-1,2,3,4-四氢异喹啉盐酸盐,6-甲氧基-1,2,3,4-四氢异喹啉盐酸盐为医药中间体,在医药行业应用较多。本文成功的合成间甲氧基苯乙腈,探讨了各反应条件对产品质量和收率的影响,产品纯度和总收率分别在99%(GC)和97%以上。     

1-甲基-1,2,3,4-四氢异喹啉的合成工艺改进

以苯乙胺为原料,经乙酰化反应得乙酰苯乙胺(3),在甲基磺酸的作用下环合得1-甲基-3,4-二氢异喹啉(4),经硼氢化钠还原得1-甲基-1,2,3,4-四氢异喹啉(1)。改进了合成工艺,总收率达80.8%。     

苯甲酸催化的三组分[3+2]环加成反应合成六氢吡咯并[2,1-a]异喹啉化合物

发展了一种合成六氢吡咯并[2,1-a]异喹啉化合物的新方案,以苯甲酸为催化剂,4?分子筛为添加剂,催化芳香醛、1,2,3,4-四氢异喹啉和N-取代马来酰亚胺经串联的醛胺缩合和[3+2]环加成反应,合成了一系列六氢吡咯并[2,1-a]异喹啉化合物.主要考察了催化剂、溶剂、反应时间及反应温度对产物产率的影响,最终确定在60...     

Bischler-Napieralski反应在合成具有生物活性的杂环化合物中的应用

综述了合成具有生物活性的二氢异喹啉和四氢异喹啉类化合物的最常用方法-Bischler-Napieralski反应。该方法底物简单易得,反应性好,可应用于工业化生产。介绍了应用于Bischler-Napieralski反应的不同氯代试剂,以及研究者们对Bischler-Napieralski反应应用范围的拓展,即将其应用于合成具有生物活性的五元和七元杂环化合物。     

高分散[Pd-Pt]/活性炭催化喹啉加氢制备1,2,3,4-四氢喹啉

利用双表面活性剂(Tween-20和Brij-35)保护的方法,制备并表征了一系列[Pd-Pt]/C催化剂。将该催化剂应用于喹啉催化加氢制备1,2,3,4-四氢喹啉反应中,结果表明,质量分数5%[Pd-Pt(1:3)]/C的催化活性最高。以乙醇为溶剂,初始底物浓度为2.4 mol/L,于130℃,2.5 MPa氢气压力下反应50 min,喹啉的转化率为100%,1,2,3,4-四氢喹啉选择性为100%。     

二硼试剂参与的含氟异喹啉衍生物的简便合成

本文探究了一种二硼试剂参与的自由基交叉偶联反应,用于合成含氟的四氰异喹啉分子骨架。合成路线的起始原料是二苄胺和3-溴丙烯,经亲核取代反应后,在二硼试剂和溴化镍的双催化作用下发生环化反应,成功合成了3-(2-苄基-1,2,3,4-四氢异喹啉-4-基)-2,2-二氟丙酸乙酯。自由基引发的级联环化是一种合成复杂环状有机物的有效途径。该合成路线的起始原料价廉易得,合成步骤简便,清洁易操作,条件较温和,可十分简便地合成含氟异喹啉衍生物,为喹啉的研究提供了新思路。     

Silyl Modification of Biologically Active Compounds. 14. Organosilicon Lipid-like Derivatives of Hydroxyethyl Tetrahydro(iso)quinoline and Thiazole with Antitumour,Antibacterial and Antifungal Properties

Silicon - A series of novel lipid-like O- and N-(3-trimethylsilyl)propyl derivatives of N-(2-hydroxyethyl)-1,2,3,4-tetrahydroquinoline, -tetrahydroisoquinoline and...     

Fischer吲哚合成法机理探究及其应用进展

吲哚及其衍生物因其特殊的生物活性而广受关注,其合成方法很多,Fischer法是合成该类化合物最经典和便捷的方法。综述了该法的合成机理,并详述了其在医药、发光材料、染料等方面的应用进展。     

On the inhibition of the HDN of anilines due to quinolines

The decomposition of 2,6-diethylaniline pure or mixed with 1,2,3,4-tetrahydroquinoline was studied at 623 K, 7 MPa in a flow reactor with dimethyldisulfide added to the feed. It is shown that 1,2,3,4-tetrahydroquinoline inhibits the decomposition of 2,6-diethylaniline, which inhibition depends on the concentration of the former.     

New Methods for the Preparation of Multiply Substituted Cyclopentadienes and Related Compounds

Substituents on cyclopentadienyl ligands significantly influence the reactivity and catalytic efficiency of their transition metal complexes. Therefore, development of synthetic methods for cyclopentadiene derivatives possessing different substituents has been in great demand. In this paper, we report new synthetic methods for multiply substituted cyclopentadienes recently developed in this group. In principle, three types of preparative methods are described. Firstly, zirconacyclopentadienes in the presence of Lewis acids react with aldehydes to afford multiply substituted cyclopentadienes, thus providing a one-pot procedure from two molecules of identical or different alkynes and one molecule of aldehyde; reaction of aluminacyclopentadienes with aldehydes also result in high-yield formation of multiply substituted cyclopentadienes. Secondly, 1,2,3,4-tetrasubstituted 1,4-dilithio- and 1,4-bis(magnesiobromo)-1,3-diene derivatives react with aldehydes or ketones via deoxygenation of the C=O moieties to afford cyclopentadiene derivatives. Thirdly, monolithio reagents, 1,2,3,4-tetrasubstituted 1-lithio-1,3-butadienes, and Grignard reagents, 1,2,3,4-tetrasubstituted 1-magnesiobromo-1,3-butadienes react with aldehydes or ketones to afford cyclopentadiene derivatives upon hydrolysis.     

香豆素及其衍生物的合成与用途

天然产物香豆素在医药、农药、染料等精细化工领域有广泛的用途。简要介绍了香豆素及其衍生物的化学合成方法和用途,期望为在多领域中同时展开先导研发和应用研究提供参考。     

1,2,3,4‐Tetrachloro‐5,5‐dimethoxy‐cyclopenta‐1,3‐diene: Diels Alder Reactions and Applications of the Products Formed

Readily available 1,2,3,4‐tetrachloro‐5,5‐dimethoxy‐ cyclopenta‐1,3‐diene ( 2 ) is an excellent cyclic diene for Diels—Alder reaction with a vast variety of dienophiles. The products so formed (norbornene derivatives) constitute important building blocks for the synthesis of diverse complex natural as well as non‐natural products. Apart from very high endo selectivity associated with Diels—Alder reactions, there are several other fascinating features associated with these bicyclic products which make them convenient entities in the synthesis of complex molecules. The most important is the rigid framework that act as a powerful template to provide high degree of selectivity and directional nature to various substituents. The proposed article is intended to focus on Diels‐Alder reactions of 2 and the applications of norbornene derivatives in organic synthesis.     

Synthesis of Novel Spiro-Tetrahydroquinoline Derivatives and Evaluation of Their Pharmacological Effects on Wound Healing

A highly diastereoselective method for the synthesis of novel spiro-tetrahydroquinoline derivatives is reported here, using a one-pot reaction method. All compounds were characterized by ¹H-nuclear magnetic resonance (NMR) and mass spectroscopy, and their stereo configurations were confirmed by X-ray analysis. These activities of these derivatives were then tested in human keratocyte cells. The responses of cells to treatment with selected compounds were studied using scratch analysis, and the compounds were tested in a mouse excision wound model. Three of the derivatives demonstrated significant wound-healing activities.     

Ni/Al_2O_3催化喹啉加氢反应

制备了负载型催化剂Ni/Al2O3,并用XRD进行表征。结果表明,在240℃和1 MPa的温和条件下,3%Ni/Al2O3催化喹啉加氢生成1,2,3,4-四氢喹啉的选择性达95.3%,喹啉转化率达86.9%。产物种类较少,便于提纯和分离。     

松节油加成反应的研究进展

松节油是世界上最主要的植物精油,具有很高的应用价值。α-蒎烯和β-蒎烯是松节油最主要的两个组成成分,以这两个化合物为原料,经过多种化学反应途径,可以合成众多具有高附加值的衍生化合物。然而,目前对上文提及的化学反应途径的系统介绍仍然比较缺乏。本文对α-蒎烯和β-蒎烯经过加成反应合成衍生物的研究进行了综述;介绍了α-蒎烯和β-蒎烯与氢气、水、氯化氢等8类化合物进行加成反应生成衍生物的合成方法的研究,并简述了这些衍生物的应用研究。展望了未来松节油衍生物合成研究的方向,指出合成具有特殊性能的衍生物具有重要意义。