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1.
Some derivatives of a new heterocyclic ring, spiro-[4H-pyrrolo[1,2a][1,4]benzodiazepine-4,4′-piperidine], have been obtained in very good yields by a simple one-pot reaction using 1-(2-aminomethylphenyl)-1H-pyrrole and 1-substituted 4-oxopiperidines as the synthones. 相似文献
2.
Mohammad Piltan 《中国化学快报》2014,25(11):1507-1510
A simple synthetic protocol has been developed involving the three-component reaction between 1,2-diamines, ethyl pyruvate and a-bromo ketones in the presence of Fe Cl3 as a catalyst. A number of pyrrolo[1,2-a]quinoxaline and pyrrolo[1,2-a]pyrazine derivatives were synthesized in excellent yields using this protocol. 相似文献
3.
Mareen Stahlberger Noah Schwarz Christoph Zippel Jens Hohmann Dr. Martin Nieger Dr. Zahid Hassan Prof. Dr. Stefan Bräse 《Chemistry (Weinheim an der Bergstrasse, Germany)》2022,28(3):e202103511
This report describes the synthesis of a [2.2]paracyclophane-derived annulated 3-amino-imidazole ligand library through a Groebke-Blackburn-Bienaymé three-component reaction (GBB-3CR) approach employing formyl-cyclophanes in combination with diverse aliphatic and aromatic isocyanides and heteroaromatic amidines. The GBB-3CR process gives access to skeletally-diverse cyclophanyl imidazole ligands, namely 3-amino-imidazo[1,2-a]pyridines and imidazo[1,2-a]pyrazines. Additionally, a one-pot protocol for the GBB-3CR by an in situ generation of cyclophanyl isocyanide is demonstrated. The products were analyzed by detailed spectroscopic techniques, and the cyclophanyl imidazo[1,2-a]pyridine was confirmed unambiguously by single-crystal X-Ray crystallography. The cyclophanyl imidazole ligands can be readily transformed to showcase their useful utility in preparing N,C-palladacycles through regioselective ortho-palladation. 相似文献
4.
Eljazi I. Al-Afaleq 《合成通讯》2013,43(11):1985-1989
Some novel pyrazolo[1,5-α]pyrimidines 5a-f, 10a,b, 1,2,4-triazolo[1.5-α]-pyrimidine (12), and pyrimido[1,2-α]benzimidazole 18 could be synthesized by reacting 3-(4-chlorophenyl)-2-(N,N-dimethylamino)methylene-3-oxopropanenitrile (2) with 5-amino-3- and/or 4-substituted-1H-pyrazoles 3a-f and 9a,b, 3-amino-1,2,4-triazole (11) and 2-aminobenzimidazole (14), respectively. The reaction of 2 with 1H-benzimidazol-2-ylacetonitrile (19) afforded the pyrido[1,2-α]benzimidazole 20. On the other hand, the reaction of 2 with guanidine, hydrazine, and phenyl hydrazine afforded the pyrimidine 24, and the pyrazoles 27, 28, respectively. However, the reaction of 2 with hydroxyl amine did not afford the isoxazole 32. 相似文献
5.
SongQingWANG LinFANG XiuJieLIU KangZHAO 《中国化学快报》2004,15(8):885-888
On the basis of the Zaleplon structure, novel pyrazolo[1,5-a]pyrimidines were designed and prepared for studies on their hypnotic activity. This paper reported the synthesis of twelve new 5-methyl-7-substituted-pyrazolo[1,5-a]pyrimidine-3-carbonitrile derivatives by using simple starting materials such as propane dinitrile and triethyl orthoformate. The structures of the derived target compounds were confirmed by their IR and ^1H-NMR spectroscopic data. The preliminary pharmacological evaluations indicated that some compounds showed hypnotic activity, whilc derivative 1c was the most potent one. 相似文献
6.
1-Phenyl-5-(benzotriazol-1-yl)hexahydro-1H-pyrrolo[1,2-a]?midazole (18) and 1-phenyl-5-benzotriazolyloctahydroimidazo[1,2-a]pyridine (27) were readily prepared from succindialdehyde or glutaraldehyde, benzotriazole, and N-phenylethylenediamine. Synthons 18 and 27 reacted with Grignard reagents, allylsilanes, silyl ethers, and triethyl phosphite to produce 1-phenyl-5-substituted-hexahydro-1H-pyrrolo[1,2-a]?midazoles 20a-f, 22, 24a,b, and 25 and 1-phenyl-5-substituted-octahydroimidazo[1, 2-a]pyridines 28a-e, 32, 33a,b, and 34 in good to excellent yields. The configurations of 20, 22, 24, and 25 were determined to be cis isomers by NOE experiment, while the configurations and conformations of 28a-e, 32, 33a,b, and 34 were elucidated by (1)H-(1)H COSY and (1)H-(13)C COSY. 相似文献
7.
Yu-juan Feng Yu-Lin Ren Li-Ming Zhao Guo-Qiang Xue Wen-Hao Yu Jia-Qi Yang Jun-Wei Liu 《中国化学》2021,(8):2241-2250
Dysregulated HGF/c-Met signalling has been associated with many human cancers,poor clinical outcomes,and even resistance acqui-sition to some approved targeted ... 相似文献
8.
G. A. M. El-Hag Ali M. T. Abd El-Rahman M. H. M. Helal M. S. A. El-Gaby 《Phosphorus, sulfur, and silicon and the related elements》2013,188(12):3023-3036
Cyclocondensation of 2-cyanomethyl-4-thiazolidinone (1) with tetracyanoethylene (2) furnished pyrano[2,3-d]thiazole derivative (4) . Benzo[e]pyrano[2,3-d]thiazole derivative (6) was obtained by cyclization of compound (1) with salicylaldehyde. In a similar manner, condensation of compound (1) with 2-hydroxy-1-naphthaldehyde in refluxing ethanol yielded naphtho[e]pyrano[2,3-d]thiazole derivative (7) . Interaction of compound (9) with benzylidenemalononitriles (10) (1 : 1 molar ratio) at reflux temperature in ethanol in the presence of piperidine afforded thiazolo[3,2-a]pyridines (12a-c) . Treatment of compound (12a) with hydrazines furnished pyrazolo[3′,4′:4,5] thiazolo[3,2-a]pyridines (14a,b) . The reaction of compound (1) with benzyli-denecyanoacetate (16) yielded 5-hydroxythiazolo[3,2-a]pyridine derivative (21) . Cyclization of bis(thiazolinone) (23) with benzylidenemalononitriles (10) produced bis(thiazolopyridine) derivatives (25a,b) . 相似文献
9.
G. A. M. El-Hag Ali A. K. Khalil R. Q. Lamphon A. A. El-Maghraby 《Phosphorus, sulfur, and silicon and the related elements》2013,188(8):1909-1919
Condensation of thiazolinone 1 with aromatic aldehydes yielded the corresponding methylidene derivatives 2a–f. Cyclization of compounds 2a–f with arylidenemalononitrile 3 (1:1 molar ratio) in ethanol in the presence of piperidine furnished the novel thiazolo[3,2-a]pyridines 5a–v, via Michael adduct 4. Compounds 5p, r were cyclized with malononitrile in the presence of piperidine to yield thiazolo[3,2-a][1,8]naphthryidines 7a, b. Thiazolo-[2′,3′:1,6]pyrido[2,3-d]pyrimidine 9a–cwere obtained by cyclization of compounds 5c, p, r with formic acid. The structure of the synthesized compounds was established by analytical and spectral data. Also, some of the synthesized compounds were screened for antimicrobial activity in vitro. 相似文献
10.
The reaction of various anthranilic acid derivatives or their esters with 4-oxotetrahydrothiophene-3-carbonitrile 2, 2-oxocyclopentanecarbonitrile (9, n = 1) or 2-oxocyclohexanecarbonitrile (9, n = 2) in ethanol under reflux conditions giving rise the formation of single products isolated in each case after simple filtration. The products were characterized as pyrazolo[1,5-a]quinazolin-5-ones 4 instead of the expected pyrazol-3-amines 3. These cascade condensation–intramolecular acylation processes generated in one-step reactions from simple starting materials novel heterocyclic scaffolds ready for further functionalization. The present synthetic protocol provides acceptable yields of new tetracyclic products in high purity. 相似文献
11.
12.
Wei Wu Yingcai Ding Ping Xie Qiujie Tang Charles U. Pittman Aihua Zhou 《Tetrahedron》2017,73(15):2151-2158
Structure containing the CS bond exist widely in nature, drugs and chemical materials. Here, a novel sulfenylation protocol employing an aryl or alkyl halide and odorless and cheap S as reagents was developed, generating regioselective alkyl-S- and Ar-S-substituted imidazol[1,2-α]pyridine derivatives in good yields under relatively environmentally friendly and mild conditions. This protocol enriches current thioether-producing methods, making up for the shortcomings of previous sulfenylation methods which can only make MeS- and ArS-substituted imidazol[1,2-α]pyridine derivatives. 相似文献
13.
Prof. Dr. Kelu Yan Xiao Liu Prof. Dr. Jiangwei Wen Dr. Qiuyun Li Bingxin Zhou Yuanyuan Zhang Xiu Wang 《European journal of organic chemistry》2023,26(34):e202300684
Ruthenium-catalyzed C−H bond activation and tandem cyclization of 2-arylimidazo[1,2-a]pyridines with iodonium ylides proceed efficiently. For the first time, the easily available iodonium ylides and inexpensive ruthenium complex were employed to synthesize pyrido[1,2-a]benzimidazole derivatives in good yields under simple and easy-to-operate conditions. Several primary mechanism investigations and synthetic applications involving gram-scale preparation, derivatization reactions and the transformation of iodonium ylide generated in situ have also been conducted. 相似文献
14.
Russian Journal of General Chemistry - The 1,3-dipolar cycloaddition reaction of ethyl (Z)-2-(2-methoxy-2-oxoethylidene)-7-methyl-3-oxo-5-aryl-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate... 相似文献
15.
K. L. Cherkasova V. S. Bogdanov V. A. Dorokhov O. V. Shishkin 《Russian Chemical Bulletin》1996,45(6):1437-1439
4-Methylthiopyrido[1,2-α]pyrimidin-2-one and 2-hydroxypyrido[1,2-α]pyrimidine-4-thione derivatives were synthesized by the addition ofN-(4-R-pyrid-2-yl)acetoacetamides (R = H, Me) to CS2 under phase-transfer conditions followed by the alkylation of the reaction products with Mel. The molecular structure of 3-acetyl-4-methylthiopyrido[1,2-α]pyrimidin-2-one is established by X-ray analysis. 相似文献
16.
Santosh A. Jadhav Mahesh G. Shioorkar Omprakash S. Chavan Aniket P. Sarkate Devanand B. Shinde 《合成通讯》2017,47(4):285-290
An effective, expeditious, environmentally benign one-pot synthesis of 2-phenylimidazo[1,2-a]pyridines and 2-phenylimidazo[1,2-a]quinoline from easily available starting materials as aromatic carbonyl compound, 2-amino pyridine, succinamide, and in situ generated α-iodo acetophenone in combination with green solvent PEG-400 and water (2:1) under microwave irradiation. The newly developed protocol with excellent yield of product in very short time of reaction by avoiding the use of lachrymatric α-chloro and α-bromocarbonyl compounds, volatile, toxic organic and hazardous solvents, reagents is the advantage of this research work. The final products were confirmed by their characterization data such as 1H NMR, 13C NMR, high resolution mass spectrometry (HRMS) and were compared with its reported method. 相似文献
17.
Dong Qing LIU Ya Qing FENG Hao Hui GU Wen Liang XU 《中国化学快报》2006,17(6):747-750
It is well known that calixarenes are extremely versatile classes of macrocyclic receptor able to complex various metal ions as well as to selectively recognize both neutral and charged inorganic or organic species in solution. It is unable to get a clear… 相似文献
18.
M. K. Gurjar B. V. N. B. S. Sharma B. Venkateswara Rao 《Journal of carbohydrate chemistry》2013,32(7):1107-1115
Abstract 3,3-Spirocyclopropane derivatives (5 and 7) were prepared by three different methods of cyclopropanation starting from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (2). Subsequent radical induced cyclopropane ring opening reaction stereo-specifically provided the 3-C-allyl derivative (9). However, activation of the cyclopropyl ring through the aldehyde (10) followed by hydrogenation gave a quaternary chiral derivative (11) which was elaborated to the versatile intermediate (1) by using Bamford-Stevens reaction. 相似文献
19.
Guang Xin XIA Jian Feng LI Shun An LAI Ai Ming PENG Shu Jun ZHANG Xiao Hui WEI Xin Jian CHEN Jing Shan SHEN Ru Yun JI 《中国化学快报》2005,16(10):1283-1286
A novel series of pyrido[ 1,2-e]purin-4(3H)-one derivatives containing polar substituents on 5'-position were designed and prepared as potential PDE5 inhibitors. This paper reports the synthetic routes, 1H-NMR data, and the PDE5 inhibitory activities of the target compounds. The polar piperazinyl group contained (on 5'-position) compound, 3B2, showed the highest activity among the tested derivatives but less potency than sildenafil 1. 相似文献
20.
《Tetrahedron letters》2019,60(31):2070-2073
A series of 11-aryl-11H-indeno[1′,2′:4,5]imidazo[1,2-a]pyridines was obtained via AlCl3-promoted, dehydrative cyclization of the corresponding aryl(2-arylimidazo[1,2-a]pyridin-3-yl)methanols in moderate to good yields. The synthesized compounds can be considered as conformationally restricted, privileged aza-heterocyclic scaffold bearing triarylmethane analogs. 相似文献