共查询到20条相似文献,搜索用时 15 毫秒
1.
Bin Liu Kristofer K. Moffett Rhoda W. Joseph Bruce D. Dorsey 《Tetrahedron letters》2005,46(11):1779-1782
An efficient synthesis of biaryl building blocks with multiple point diversities via a Suzuki cross-coupling reaction using a commercially available preformed Pd catalyst 1 was reported. Substituted biaryl anilines and phenols were obtained in one step from commercially available aryl halides. 相似文献
2.
Debasree Saha 《Tetrahedron letters》2009,50(9):1003-1560
A simple and efficient procedure for Suzuki coupling of aryl bromides/iodides with aryl- and alkylboronic acids catalyzed by in situ-generated palladium(0) nanoparticles in water without any ligand in open air to produce a variety of functionalized biaryls and alkyl-aryls has been developed. The boronic acids act here as the reducing agent for the formation of Pd nanoparticles. The reactions are remarkably fast (5 min) and high yielding. The catalyst is recyclable up to three runs without loss of efficiency. 相似文献
3.
Thomas E. Nielsen 《Tetrahedron letters》2005,46(46):7959-7962
Solid-supported masked peptide aldehydes containing 3- or 4-iodophenylalanine residues were subjected to Pd-catalyzed Suzuki cross-coupling reactions with arylboronic acids. The biarylalanines generated were applied in intramolecular N-acyliminium Pictet-Spengler reactions. In this way, a range of pharmacologically interesting aryl-substituted pyrroloisoquinolines was obtained in excellent purity (>95%). 相似文献
4.
Xianfeng Li Anna Katrin Szardenings Christopher P. Holmes Liang Wang Ashok Bhandari Lihong Shi Marc Navre Larry Jang J. Russell Grove 《Tetrahedron letters》2006,47(1):19-22
A new method for the synthesis of functionalized biaryl α-ketophosphonic acids has been developed. The key step involves the use of sodium bromobenzoyl phosphonates to react with polymer-bound boronic acids via microwave-assisted aqueous Suzuki coupling. This approach provides rapid access to a wide range of diverse biaryl analogues containing an α-ketophosphonic acid moiety. 相似文献
5.
Atul R. Gholap Kiran S. Toti Fazal Shirazi Mukund V. Deshpande Kumar V. Srinivasan 《Tetrahedron》2008,64(44):10214-10223
An efficient regioselective approach to the synthesis of tetrasubstituted pyrimidines was developed by sequential functionalization of easily available Biginelli 3,4-dihydropyrimidine-2(1H)-ones via dehydrogenation, chlorination followed by palladium catalyzed C–C Suzuki/Sonogashira coupling reaction. All the synthesized compounds were evaluated in vitro for their antifungal activities against Candida albicans, Cryptococcus neoformans, Benjaminiella poitrasii, Yarrowia lipolytica, and Fusarium oxysporum, and antibacterial activities against Gram-negative Escherichia coli and Gram-positive Staphylococcus aureus. 相似文献
6.
In water and without using any ligand, palladium charcoal-catalyzed Suzuki coupling reaction of tetraarylborates with aryl bromides could be achieved in excellent yield. A concise mechanism consisting of four catalytic cycles is depicted in this paper. 相似文献
7.
José Rafael Ruiz César Jiménez-Sanchidrián Manuel Mora 《Journal of fluorine chemistry》2006,127(3):443-445
In this work, we accomplished for the first time the Suzuki cross-coupling reaction between fluorobenzene and phenylboronic acid with different heterogeneous catalysts and bases. The conversion values obtained are similar to those provided by homogeneous catalysts and activated aryl fluorides. 相似文献
8.
Song-Se Yi 《Tetrahedron letters》2007,48(38):6771-6775
A chitosan-supported palladium (Pd) (0) catalyst was prepared by simple adsorption of palladium(II) ion onto chitosan beads and a subsequent reduction process. To maintain mechanical stability, the chitosan-supported palladium(0) catalyst was cross-linked with either glutaraldehyde or diglycidyl ether polyethylene glycol. The catalysts were utilized for the Suzuki cross-coupling reaction in water. The catalyst, in the presence of a tetrabutylammonium bromide (TBAB) additive, showed excellent catalytic activity in microwave-prompted Suzuki cross-coupling reactions using various aryl halides and boronic acids. In addition, the catalyst was successfully reused up to five times without significant loss of catalytic activity. 相似文献
9.
Sanjay Jadhav Gajanan Rashinkar Rajashri Salunkhe Arjun Kumbhar 《Tetrahedron letters》2017,58(33):3201-3204
A simple, efficient and metal-free route for the synthesis of dissymmetric ketones through Suzuki type cross-coupling reaction has been established. This strategy signifies an attractive, cost-effective and operationally convenient tool for the synthesis of a wide range of dissymmetric ketones. Although conventional routes for the synthesis of ketones have been widely used, the potential challenge with these methods is functional group tolerance. The reported metal-free method represents a reaction with moderate functional group tolerance. The procedure is operationally convenient and shows broad substrate scope with good to excellent product yields. 相似文献
10.
Direct synthesis of new arylanthranilic acids via a Suzuki cross-coupling reaction with iodoisatins as key intermediates is described. A ‘one pot’ procedure is proposed. 相似文献
11.
Fluorinated compounds have attracted considerable attention in pharmaceuticals, agrochemicals and material science due to their unique physical properties. This paper reports an efficient and environmentally benign protocol for the Suzuki reaction of aryl halides with fluorinated arylboronic acids over a thermoregulated ligand/palladium catalyst using water as sole medium, affording a variety of fluorinated biaryls, including fluorinated liquid crystals, in excellent yields. The catalyst could be recycled four times with high activity. The active catalyst was proved to be a palladium/ligand complex via a mercury-poisoning test. 相似文献
12.
M. Nibin Joy Bhaskaran Savitha Ayyiliyath M. Sajith Yadav D. Bodke Talavara Venkatesh K. K. Abdul Khader M. Syed Ali Padusha A. Muralidharan 《中国化学快报》2016,27(1):31-36
A rapid, efficient, and facile synthesis of an assortment of C-2 substituted imidazopyrazines has been achieved by utilizing the palladium catalyzed Suzuki cross-coupling of 2-bromo-1H-imidazo[4,5-b]pyrazine with various boronic acids under microwave irradiation. The utilization of(A-~(ta)phos)_2PdCl_2 as a catalyst in combination with Cs F as base and DME-H_2O(4:1) as the solvent system at 100℃ procured the diaryls in acceptable to excellent yields. Prominent features of this developed methodology include short reaction times, fewer side products, and exceptional tolerance to a wide variety of functional groups. 相似文献
13.
Ke Ding 《Tetrahedron letters》2005,46(21):3707-3709
Analogues of 3-aryl-8-isobutyl-5,6,7-trihydroxy-2-methyl-4H-chromen-4-one were synthesized with high yields via the Suzuki coupling reaction of 3-iodo-8-isobutyl-5,6,7-trimethoxy-2-methyl-4H-chromen-4-one with different aryl boronic acids. 相似文献
14.
Functionalized 6-substituted-thiosalicylates are key intermediates for the synthesis of pyrimidinyl(thio)salicylic acids, a group of important herbicides targeting plant acetohydroxyacid synthase. Therefore, it is of great interest to develop an efficient method for the syntheses of 6-substituted-thiosalicylates. Herein, we have developed a direct and efficient method for the synthesis of functionalized 6-substituted-thiosalicylates (4) from aryl iodide (1) by using an improved microwave-assisted Suzuki cross-coupling reaction. Almost all the reactions proceeded smoothly and afforded moderate to excellent yields of products. Moreover, this protocol is obviously superior to the traditional available methods and could be utilized to synthesize pyrimidinyl(thio)salicylic acid and its derivatives. 相似文献
15.
Functionalized 6-arylsalicylate substructures occur in a variety of pharmacologically relevant natural products and bioactive compounds. They are also broadly used as important intermediates in organic synthesis. Traditional synthetic methods have suffered from some drawbacks, such as relatively harsh reaction conditions, narrow range of substrates, and poor yields. Utilizing microwave irradiation, the synthesis of functionalized 6-arylsalicylates via a Suzuki cross-coupling has been developed with a wide range of substrates. Almost all the reactions proceeded smoothly and afforded moderate to excellent yields of products, which indicated that electronic effects and steric modifications have little effect on this reaction. 相似文献
16.
Trideep Rajale Shikha SharmaDaniel A. Stroud Daniel K. Unruh Emily MiaouKimberly Lai David M. Birney 《Tetrahedron letters》2014
An efficient Pd-catalyzed Suzuki cross-coupling reaction of sterically crowded 4-chlorocoumarin derivatives with air- and moisture-stable potassium organotrifluoroborates is developed. This methodology has been used to generate a series of novel alkyl, aryl, and vinyl substituted coumarin derivatives in good to excellent yields. The twisted conformation of the vinyl groups in the X-ray crystal structures of (2-oxo-4-vinyl-2H-chromen-3-yl)methyl acetate (2) and (2-oxo-4-vinyl-2H-chromen-3-yl)methyl 2,2,2-trichloroacetimidate (3), along with the atropisomerism of 3-(hydroxymethyl)-4-(2-methoxyphenyl)-2H-chromen-2-one (1d), are evidence of the steric crowding in these adducts. 相似文献
17.
Krishnendu B. Sahu Priyankar Paira Subhendu Naskar Sukdeb Banerjee Nirup B. Mondal Peter Luger Manuela Weber 《Tetrahedron》2009,65(34):6941-5520
A general and highly efficient synthetic protocol under phase transfer catalytic condition has been established for the synthesis of fused tetracyclic oxazocinoquinolone analogues which served as the precursors for novel biaryl quinolones using microwave assisted Suzuki cross coupling reaction. 相似文献
18.
Robert Kolodziuk Mustapha Tollabi Catherine Goux-Henry Denis Sinou 《Journal of organometallic chemistry》2003,687(2):384-391
Carbohydrate-substituted phosphines are easily obtained in quite good yields by coupling of protected or non-protected d-glucosamine with the corresponding diphenylphosphino acid. These neutral ligands, in association with palladium acetate, are very active catalysts in the Suzuki cross-coupling reaction. The polyhydroxy phosphines are more active than the peracetylated phosphines. The process tolerates electron-rich as well as electron-poor substituents. Excellent turnovers, up to 97?000 are observed. 相似文献
19.
Three series of compounds characterized by biphenylic structure were synthesized in order to develop new scaffolds able to induce β-sheet folding in the peptides. Microwave flash heating was used in order to shorten reaction times and to enhance the obtained yields. Simulated annealing molecular dynamics simulations demonstrated that some of the compounds were capable of adopting a 15-membered intramolecularly hydrogen-bonded conformation, which supports an antiparallel β-sheet structure. 相似文献
20.
Jung-Woo Kim 《Tetrahedron letters》2006,47(27):4745-4748
We synthesized amphiphilic polymer-supported N-heterocyclic carbene (NHC) precursor resins by loading polyethylene glycol (PEG) containing imidazolium groups on Merrifield resin. These PS-PEG-NHC precursor resins were compatible with water and readily formed a stable complex with palladium. These PS-PEG-NHC-Pd catalysts showed excellent catalytic activity for Suzuki cross-coupling reactions of various aryl iodides and bromides with phenylboronic acid in water than the previously described polystyrene based catalysts. In addition, the PS-PEG-NHC-Pd catalysts continued to provide excellent catalytic activity in Suzuki cross-coupling reactions after five consecutive recycles. 相似文献