共查询到20条相似文献,搜索用时 15 毫秒
1.
A simple approach to preparation of benzimidazoles from o-phenylenediamines and DMF derivatives, only employing PhSiH3 as promoter without any other additives, was reported. This route provided moderate to high yields with a broad substrate scope. A plausible mechanism for the reaction is proposed based on the spectroscopic characterization (e.g., HRMS and 1H NMR) of the reaction mixture. 相似文献
2.
Keith R. Hornberger George M. Adjabeng Hamilton D. Dickson Ronda G. Davis-Ward 《Tetrahedron letters》2006,47(30):5359-5361
A one-pot synthesis of disubstituted benzimidazoles from 2-nitroanilines is described. Hydrogenation of N-substituted 2-nitroanilines with palladium on carbon as catalyst in the presence of trimethyl orthoformate and catalytic pyridinium p-toluenesulfonate (PPTS) at room temperature provided good to excellent yields of the corresponding disubstituted benzimidazoles. 相似文献
3.
An easy and inexpensive method has been developed to access 1,2-disubstituted benzimidazoles following a one-pot sequential coupling/reduction/cyclization process under metal-free neutral conditions. 相似文献
4.
A high yielding one-pot procedure for the generation of 2-substituted benzimidazoles directly from 2-nitroanilines by in situ reduction and cyclization using a microwave procedure is described. 相似文献
5.
Samad Khaksar Akbar Heydari Seyed Mohammad Vahdat 《Journal of fluorine chemistry》2010,131(12):1377-1381
A simple, inexpensive, environmentally friendly and efficient route for the synthesis of benzimidazole and formamidine derivatives by the reaction of O-phenylenediamines or amines with orthoesters using hexafluoroisopropanol as a solvent/catalyst is described. 相似文献
6.
A new methodology for the synthesis of indole and benzofuran derivatives has been devised. The starting materials, ortho-substituted aryl diynes, have been easily converted into new unsaturated bis-indolyl and bis-benzofuran derivatives and into 2-ethynylindole and 2-ethynylbenzofuran. Both these products have been further elaborated into more complex unsaturated indole-benzofuran and bis-benzofuran derivatives. 相似文献
7.
Zongjie Gan Qingqiang Tian Suqin Shang Wen Luo Zeshu Dai Huajun Wang Dan Li Xuetong Wang Jianyong Yuan 《Tetrahedron》2018,74(52):7450-7456
A facile, general, and economical synthesis of diversely functionalized benzimidazoles and 2-substituted benzimidazoles has been realized via the imidazolium chloride-catalyzed cyclization of o-phenylenediamines with DMF derivatives. This protocol shows a broad substrate scope for aliphatic, aromatic, and heteroaromatic amides. A series of benzimidazoles and 2-substituted benzimidazoles have been obtained in moderate to excellent yields. 相似文献
8.
Catia S. RadatzRodrigo B. Silva Gelson PerinEder J. Lenardão Raquel G. Jacob Diego Alves 《Tetrahedron letters》2011,52(32):4132-4136
We described herein the use of glycerol as solvent in the catalyst-free synthesis of benzodiazepines and benzimidazoles. This simple and efficient method furnishes the corresponding 1-H-1,5-benzodiazepines and 1,2-disubstituted benzimidazoles in good yields by the condensation of o-phenylenediamine with several ketones and aldehydes, respectively. In addition, glycerol can be easily re-utilized for further condensation reactions up to four times without lost of activity. 相似文献
9.
A solution-phase synthesis for the preparation of substituted 2-(1,2,4-triazol-3-yl)benzimidazoles from triazole aldehydes and ortho-phenylenediamines has been developed for the purpose of producing diverse lead generation libraries. Crude products were obtained and further purified by mass-guided preparative HPLC. 相似文献
10.
Deepak V.Dekhane Shivaji S.Pawar Sunil V.Gupta Murlidhar S.Shingare Shivaji N.Thore 《中国化学快报》2010,21(5):519-523
<正>The first successful lithium bromide mediated solvent free condensation of arylenediamine and esters to obtain 2-substituted benzimidazole and imidazopyridine in good to excellent yields is described. 相似文献
11.
Zhanxiong FangYulin Lam 《Tetrahedron》2011,67(6):1294-1297
A rapid and convenient synthesis of 5-unsubstituted 3,4-dihydropyrimidin-2-ones and thiones was developed. The reaction involves a one-pot reaction between oxalacetic acid, thiourea/urea, and aldehyde under microwave irradiation and provides the products in good yields and much shorter reaction times. 相似文献
12.
A general, efficient, and more practical protocol for the base-mediated intermolecular or intramolecular S-arylation leading to the 2-aminobenzothiazole derivatives is reported. Remarkably, all reactions were carried out under transition-metal-free conditions with good to excellent yields, rendering the methodology presented herein highly valuable from both environmental and economic points of view. 相似文献
13.
Allylic acetates, formed by the acetylation of Baylis Hillman adducts, undergo addition of phosphorus nucleophiles to give stereoselectively the Z-unsaturated esters. TFA cleavage of the tert-butyl ester and asymmetric hydrogenation of the unsaturated acid yields the phosphono alkyl propanoic acid moiety, commonly found in phosphonate- and phosphinate-based enzyme inhibitors. 相似文献
14.
Mahender Reddy Marri Swamy PerakaArun Kumar Macharla Naresh MamedaSrujana Kodumuri Narender Nama 《Tetrahedron letters》2014
A new and efficient protocol is described for the one-pot synthesis of benzimidazoles from a variety of aryl alcohols and 1,2-diaminoarenes. The yields were ranging from moderate to excellent. Moreover, the present method is utilizing alcohols instead of aldehydes and the reactions are carried out under solvent- and catalyst-free conditions, offering an environmentally benign process. 相似文献
15.
Benjamin W. Parcher 《Tetrahedron letters》2004,45(12):2677-2679
The scope of a cyclization reaction between amino-acetonitriles and isocyanates was investigated. The study revealed that this reaction tolerates various functional groups leading to highly functionalized 5-amino-imidazole-2-ones, which are useful intermediates for purine synthesis. 相似文献
16.
17.
An Unexpected Role of Carbon Disulfide: A New and Efficient Method for the Synthesis of 2‐Substituted Benzimidazoles 下载免费PDF全文
A new and efficient methodology for the synthesis of 2‐substituted benzimidazoles is described. In this procedure, CS2 unexpectedly facilitated the cyclization reaction between benzene‐1,2‐diamine and benzenecarbaldehydes in CH2Cl2 at room temperature. The reactions occur under mild conditions require simpler equipment and easier workup procedures. 相似文献
18.
Peng J Ye M Zong C Hu F Feng L Wang X Wang Y Chen C 《The Journal of organic chemistry》2011,76(2):716-719
A straightforward, efficient, and more sustainable copper-catalyzed method has been developed for intramolecular N-arylation providing the benzimidazole ring system. With Cu(2)O (5 mol %) as the catalyst, DMEDA (10 mol %) as the ligand, and K(2)CO(3) as the base, this protocol was applied to synthesize a small library of benzimidazoles in high yields. Remarkably, the reaction was exclusively carried out in water, rendering the methodology highly valuable from both environmental and economical points of view. 相似文献
19.
The palladium-catalyzed intramolecular C-H activation/C-C cross-coupling has been developed for a straightforward and efficient synthesis of phenanthridines. With Pd(OAc)(2) (4 mol %) as the catalyst, PCy(3) (8 mol %) as the ligand, and Cs(2)CO(3) as the base, this protocol was applied to synthesize a small library of phenanthridine derivatives in good yields in THF. 相似文献
20.
A microwave-assisted general method for the synthesis of 2-aminovinyl benzimidazoles has been developed.Treatment of the 1,2-phenylenediamines and N-arylated/N,N-dialkylated 3-aminoacroleins with bis(cyclopentadienyl)zirconium(IV) dichloride(Cp2Zr Cl2) as the catalyst under microwave irradiation for 3–5 min followed by in situ Mn O2 oxidation afforded thirteen 2-aminovinyl benzimidazoles in good yields. 相似文献