超声辐射下水介质中一锅合成3-甲基-4-芳亚甲基-异噁唑-5(4H)-酮

报道了室温超声辐射下, 水相中通过乙酰乙酸甲酯、盐酸羟胺和芳香醛的三组分一锅反应, 合成了一系列3-甲基-4-芳亚甲基-异噁唑-5(4H)-酮衍生物. 在超声波辐射下, 参与反应的醛无论芳环上连有吸电子基或供电子基, 该一锅反应在室温下都能较好地进行; 对于α,β-不饱和醛、杂环芳醛以及二元芳醛与乙酰乙酸甲酯、盐酸羟胺的一锅反应也能在室温下顺利进行, 获得中等以上的收率. 产物的结构通过元素分析, IR, 1H NMR及单晶解析表征. 该方法具有操作简单和环境友好等优点.     

3-甲基-4-芳亚甲基-异噁唑-5(4H)-酮的合成

报道了以吡啶为缚酸剂, 由乙酰乙酸乙酯、盐酸羟胺和芳香醛经三组分一锅法缩合制备3-甲基-4-芳亚甲基-异噁唑-5(4H)-酮衍生物的新方法. 产物结构经MS, ¹H NMR和IR确证.     

New eco-friendly procedure for the synthesis of 4-arylmethylene-isoxazol-5(4H)-ones catalyzed by pyridinium p-toluenesulfonate (PPTS) in aqueous medium

In this work we describe a new, highly efficient method for the synthesis of 3-methyl-4-arylmethylidene-isoxazol-5(4H)-one derivatives by a three-component reaction between aromatic aldehydes, ethyl acetoacetate, and hydroxylamine hydrochloride under the influence by PPTS as a low-toxicity, inexpensive, commercially available and easy to handle catalyst. The advantages of this procedure are good yields, short reaction times, simplicity of implementation, and respect of the environment.     

碱性条件下4(3H)-喹唑啉酮的一锅合成

研究了一种碱性条件下由邻氨基芳香腈1与醛2一锅合成4(3H)-喹唑啉酮3的新方法.反应经由亲核加成、分子内的Pinner关环、Dimroth重排和氧化脱氢串联转化而成.产物结构经1H NMR,13C NMR,IR和元素分析确证.     

5-甲基-2(1H)吡啶酮的合成

以5-甲基-2-氨基吡啶为起始原料,通过重氮盐水解反应,合成了5-甲基-2(1H)吡啶酮,并对其合成工艺进行了研究,其结构经IR确证。     

One-Pot Synthesis of 4-Aminoquinazolines by Hexamethyldisilazane-Mediated Reaction of Quinazolin-4(3H)-ones with Amines

Hexamethyldisilazane-mediated reaction of quinazolin-4(3H)-ones with primary amines led to facile formation of 4-aminoquinazolines through tandem silylation and substitution in a single pot. Excellent yields of the products (83–97%) and environmental friendliness (avoiding the use of chlorination reagents) are the advantages of this method.      

Cytoprotective Activity of Newly Synthesized 3-(Arylmethylamino)-6-Methyl-4-Phenylpyridin-2(1H)-Ones Derivatives

Currently, studies are being conducted on the possible role of the cytoprotective effect of biologically active substances in conditions of cerebral hypoxia or cardiomyopathies. At the same time, oxidative stress is considered one of the important mechanisms of cellular cytotoxicity and a target for the action of cytoprotectors. The aim of this study is to search for derivatives of 3-(arylmethylamino)-6-methyl-4-phenylpyridin-2(1H)-ones. The probability of cytoprotective action was assessed by measuring cell viability using two tests (with neutral red dye and MTT test). It was found that some derivatives of 3-(arylmethylamino)-6-methyl-4-phenylpyridin-2(1H)-ones under the conditions of our experiment had a pronounced cytoprotective activity, providing better cell survival in vitro, including the MTT test and conditions of blood hyperviscosity. To correlate the obtained results in vitro, molecular docking of the synthesized derivatives was also carried out. The standard drug omeprazole (co-crystallized with the enzyme) was used as a standard. It was shown that all synthesized derivatives of 3-(arylmethylamino)-6-methyl-4-phenylpyridin-2(1H)-ones had higher affinity for the selected protein than the standard gastro-cytoprotector omeprazole. The studied derivatives of 3-(arylmethylamino)-6-methyl-4-phenylpyridin-2(1H)-ones also fully satisfy Lipinski’s rule of five (RO5), which increases their chances for possible use as orally active drugs with good absorption ability and moderate lipophilicity. Thus, the results obtained make it possible to evaluate derivatives of 3-(arylmethylamino)-6-methyl-4-phenylpyridin-2(1H)-ones as having a relatively high cytoprotective potential.     

3-氯-4-二苄胺基-5-甲氧基-2(5H)-呋喃酮的合成与晶体结构

在THF溶液中合成了标题化合物3-氯-4-二苄胺基-5-甲氧基-2(5H)-呋喃酮,并用FT-IR、UV-Vis、1HNMR、13C NMR、MS、元素分析和X-射线衍射等进行了表征。结果表明此化合物属正交晶系,空间群为Pbca,晶胞参数为:a=15.891(16),b=11.126(11),c=19.778(19),α=β=γ=90°,V=3497(6)3,Z=8,Dc=1.306Mg/m3,μ=0.234 mm-1,F(000)=1440。在化合物的分子结构中,两个苯环几乎垂直于呋喃酮平面,且它们与呋喃酮平面的两面角分别为89.38°和88.19°。     

Enamine Configuration of 5-Methyl-2-phenyl-4-[（Z）-3-tolylamino-phenylmethylene]pyrazol-3（2H）-one

1 INTRODUCTION In contrast to the old-line academic and practical studies of 1-phenyl-3-methyl-4-benzoyl-5-pyrazo- lone (PMBP) on the metal coordination chemistry[1], the complexes of β-ketoamines derivated from PMBP received little attention due to its complicated com- plexation. However, in recent years, there has a sudden growth of this area as a result of its timely interest in biological activities[2]. Recently, a series of β-ketoamines[3] containing PMBP have been prepared fro…     

(2R,4S)-4-甲基-2-哌啶甲酸乙酯的合成

以S-(-)-α-苯乙胺为原料,经一锅法制得1-(1-苄基)-6-乙氧羰基-4-甲基-3,4-二氢哌啶(3),收率58.7%。以10%Pd/C为催化剂,3经催化氢化脱苄合成了4-甲基-2-哌啶甲酸乙酯(4),收率96%;4通过减压分馏得(2R,4S)-4,含量95%,其结构经1H NMR,IR和MS确证。     

三组分一锅法合成(E)-β-(烷氧基)芳乙烯

以苄基醇、二甲亚砜(DMSO)和烷基醇为原料,采用三组分一锅法合成了一系列(E)-β-（烷氧基）苯乙烯类化合物。 该法具有产率高(68%～82%)、操作简单、后处理方便等优点。 产物的结构通过核磁共振谱和元素分析证实,同时给出了可能的反应机理。     

ZSM-5催化一锅法合成3-(5’-取代-2’-苯并噁唑基)-7-二乙基氨基-2H-1-苯并吡喃-2-酮

以绿色环保的固体酸ZSM-5分子筛为催化剂,正丁醇为溶剂,4-位取代邻氨基苯酚、4-二乙氨基水杨醛和氰乙酸乙酯三组分一锅法合成了香豆素类化合物3-(5’-取代-2’-苯并噁唑基)-7-二乙基氨基-2H-1-苯并吡喃-2-酮.与液体酸催化相比,该方法具有收率更高、环境友好等优点.     

Synthesis,Crystal Structure and Antitumor Activity of 2-(3-Methyl-5-(methylthio)-4H-1,2,4-triazol-4-yl)isoindoline-1,3-dione

The title compound 2-(3-methyl-5-(methylthio)-4H-1,2,4-triazol-4-yl)isoindoline-1,3-dione(C12H10N4O2S, Mr = 274.30) has been synthesized by a three-step procedure including the cyclization, hydrazinolysis and substitution reactions, and its crystal structure was determined by X-ray single-crystal diffraction. The crystal belongs to the monoclinic system, space group P21/c with a = 12.264(3), b = 14.646(3), c = 14.349(4) , β = 91.69(3)°, μ = 0.255 mm-1, Mr = 274.30, V = 2576.2(10) 3, Z = 8, Dc = 1.414 g/cm3, F(000) = 1136, R = 0.0487 and w R = 0.1329 for 4048 observed reflections with Ⅰ 2σ(Ⅰ). In addition, the preliminary bioassay suggested that the title compound 6 exhibits relatively good antitumor activity against HT-29 and MCF-7.     

Unexpected Synthesis of Novel 3-Allyl-5-(arylidene)-2-thioxo-thiazolidin-4-ones in Reactions of 3-Allylrhodanine with 2-Arylidene-4-methyl-5-oxopyrazolidinium Ylides

Abstract

The reaction of 3-allylrhodanine with 2-arylidene-4-methyl-5-oxopyrazolidinium ylides proceeded unexpectedly to form novel 3-allyl-5-(arylidene)-2-thioxo-thiazolidin-4-ones 6a–k in good yields. All structures have been formulated on the basis of their spectral (IR, NMR, MS) data and elemental analyses. In addition, the structure of compound 6a was confirmed by means of x-ray crystallographic analysis.     

2-[3-Phenyl-5-(m-Chlorophenyl)-2-Pyrazolin-1-yl]-3-Methyl-4(3H)-Quinazolinone

There are two molecules in the asymmetric unit (I and II). The structure consists of a 2-pyrazoline ring and three aromatic rings two of which are free and the third one is condensed with a 3-methyl-4(3H)-pyrimidine ring (4(3H)-Quinazolinone). While the pyrazoline ring is in the distorted envelope conformation, the free aromatic rings are planar and the pyrimidine ring deviates from the planarity. The crystal structure is stabilized by C–HO inter and intramolecular bonds.     

One-Pot Synthesis of 1,3,4-Thiadiazin-5-yl-chromen-2-one Derivatives via Three-Component Reaction

An expeditious, one-pot reaction has been described for the preparation of 1,3,4-thiadiazin-5-yl-chromen-2-one derivatives. These compounds were synthesized by the reaction of 3-(2-bromoacetyl)coumarin with thiocarbohydrazide and various carbonyl compounds. The newly synthesized compounds were characterized by infrared, ¹H NMR, and mass spectra.     

5-甲基-2，3-二苯基-1，5-苯并硫氮杂卓-4(5H)-酮的合成

以2-甲硫基苯胺为原料,通过酰化、碘环化以及Suzuki交叉偶联反应,合成了5-甲基-2,3-二苯基-1,5-苯并硫氮杂卓-4(5H)-酮。 分别考察了催化剂对酰化反应、溶剂对碘环化反应的影响,以及催化剂、配体、碱和温度等因素对Suzuki交叉偶联反应的影响,在最佳的反应条件下,反应总收率为68.5%,中间产物和目标产物的结构经IR、NMR和MS等测试技术得以确证。     

2-芳基-2,3-二氢4(1H)-喹唑啉酮类化合物的合成

在NaHSO4催化下,以苯甲醛和邻氨基苯甲酰胺为底物,在室温下合成了一系列2-芳基-2,3-二氢-4(1H)-喹唑啉酮类化合物,该反应产率高、操作简单、并且避免使用有毒的金属催化剂.     

无溶剂一锅法Al(ClO_4)_3催化合成α-氨基膦酸酯

以无水高氯酸铝为催化剂,将芳香醛、芳香胺及亚磷酸酯在无溶剂条件下一锅法反应,高效地合成了α-氨基膦酸酯,该催化剂优于其它已发现的催化剂[如Mg(ClO4)2,BiCl3,AlCl3等],建立了一种适用于含有钝化基团的芳香胺的α-氨基膦酸酯的新合成方法.