N‐Linked Hydroxylamine Resin: Solid‐Phase Synthesis of Hydroxamic Acids

A novel hydroxylamine resin for solid‐phase synthesis of hydroxamic acids is described. Its facile application is illustrated by the solid‐phase synthesis of various hydroxamic acids. Cleavage is induced under acidic conditions by treatment with trifluoroacetic acid, providing hydroxamic acids in high purity and good yields.     

Solid Phase Synthesis of β-Carbolines

Much attention has been paid to carbolines in recent years, owing to the wide range of their biological activity 1. Many papers have reported the synthesis and reactivity of carbolines2,3. Generally there are two ways to synthesize carbolines. One is through the Bischler-Napieralski reaction, and the other through Pictet-Spengler reaction. In the former method, the reaction of carboxylic acids with tryptophan using PPE or POCl3 as the condensing agent give dihydro-?-carbolines, which are c…     

Iodine‐Catalyzed,One‐Pot,Solid‐Phase Synthesis of Benzothiazole Derivatives

Molecular iodine was utilized in a one‐pot, solid‐phase, solvent‐free reaction between 2‐aminothiophenol and benzoic acid derivatives to obtain highly economical and excellent yield of benzothiazole derivatives in comparison to polyphosphoric acid- and [pmIm]‐Br‐catalyzed microwave synthesis reactions. The results of the studies revealed that the new method reduces cost by approximately 17‐fold in comparison to polyphosphoric acid and has a significant cost reduction in comparison to [pmIm]‐Br. Moreover, it becomes even more economical because no additional chemicals and solvents are necessary for the reaction.     

Facile Solid‐Phase Synthesis of Aliphatic Aldehydes Using Novel Polymer‐Supported Phenylselenomethyltrimethylsilane

Treatment of a novel polymer‐supported phenylselenomethyltrimethylsilane reagent with LDA followed by alkylation and oxidative deselenation efficiently afforded aliphatic aldehydes in moderate to good yields with excellent purities.     

Solid‐Phase Synthesis of a 1‐Thio‐β‐d‐GlcNAc Carbohydrate Mimetic Library

The solid phase synthesis of N‐acetyl‐2‐deoxy‐1‐thio‐β‐d‐glucopyranoside derivatives by reacting an immobilized sugar thiol with Michael acceptors and α‐chloroketones, followed by ketone reductions, reductive aminations, acylations and alkylations was developed to yield a library of 1088 compounds. Such carbohydrate mimetic libraries are synthesized efficiently on the solid phase without the need for protection of the sugar hydroxyl groups. The library was designed for the identification of potential inhibitors of β‐d‐GlcNAc binding proteins.     

“Solid Phase Synthesis of Cis-Coniferyl Alcohol”

Synthesis of cis-coniferyl alcohol (4-hydroxy-5-methoxy-cinnamyl alcohol), using support on Wang's resin is described.     

Solid Phase Synthesis of Ethyl β-Substituted Indolepropionates

A facile solid phase synthesis of ethyl β-substituted indolepropionates is reported. Condensation between indole, polymer-supported cyclic malonic acid ester and aldehyde yielded the trimolecular adducts, which was cleaved by pyridine/EtOH to release the final products in good yield with high purity.     

Solid‐Phase Room‐Temperature Phosphorescence

Abstract

Solid‐phase phosphorescence (SPP) has become an established approach for the trace analysis of organic compounds. More recently, SPP has been successfully applied to the trace analysis for inorganic species. In this mini review, initially a brief overview of SPP is given. Then the important aspects related to adsorption of the phosphors on the solid phase are discussed. In addition, the basic photophysical aspects of phosphorescence are presented. The physicochemical interactions in SPP, such as the rigidity of the solid phase, effects of oxygen and moisture, heavy‐atom salts, and temperature, are considered. Finally, several recent applications of SPP to both organic and inorganic compounds are discussed.     

Solid‐Phase Synthesis of N‐Aryl‐N′‐Carboalkoxy Guanidines by the Mitsunobu Reaction of Fmoc‐Guanidines

Abstract

A new method for the solid‐phase synthesis of N‐aryl‐N′‐carboalkoxy guanidines is described. Aromatic amines were reacted with Fmoc‐isothiocyanate to provide Fmoc‐thioureas, which were coupled with Rink amide resin to provide the corresponding resin‐bound Fmoc‐guanidines. Subsequent Mitsunobu alkylation with a variety of alcohols delivered N‐aryl‐N′ carboalkoxy guanidines in good to high purity after resin cleavage.     

A Solid Phase Synthesis of Chalcones by Claisen-Schmidt Condensations

In previous papers1,2, we reported our recent findings that chalcone (l,3-dipheny1-2-propen-1-one) derivatives are novel potential antimalarials that are active against chloroquine-resistant strains of Plasmodium falciparum. According to our structure-activity relationships (SAR) and computer modeling data1,2, we expect the chalcone derivatives with hydroxyl functionality on one of the aromatic rings and with some other appropriate substitutions on the other ring will be even more potent as a…     

Solid‐Phase One Step Synthesis of 4H,4′‐Exomethylene‐bis[quinazolin‐2‐enols]

Abstract

The solid‐phase one step synthesis of 4H,4′‐exomethylene‐bis[quinazolin‐2‐enols] via 1,3‐dipolar cycloaddition of urea on benzylideneacetophenone using Sb(III) chloride impregnated alumina is described. The reaction provides 80–85% dimeric quniazolinenols. The process is convenient, cost‐effective and eco‐friendly.     

Convenient Large‐Scale Synthesis of Universal Solid Support

A simple, convenient large‐scale synthesis of a universal solid support useful for the synthesis of oligonucleotides is described.     

Iodobenzene Diacetate Mediated Solid‐State Synthesis of Heterocyclyl‐1,3,4‐oxadiazoles

Abstract

A simple and efficient method has been developed for the oxidation of various heterocyclyl acylhydrazones 3 with iodobenzene diacetate (IBD) to heterocyclyl‐1,3,4‐oxadiazoles 4 in solid state. The reaction took place at room temperature within few minutes. The products were isolated by simple aqueous work-up in good yields.     

Improved Protocol for Thorpe Reaction: Synthesis of 4‐Amino‐1‐arylpyrazole using Solid–Liquid Phase‐Transfer Conditions

Solid–liquid phase‐transfer conditions were employed for the first time in the Thorpe reaction to synthesize 4‐amino‐1‐aryl‐3,5‐substituted‐1H‐pyrazoles 3. Aryl amines were diazotized and coupled with various active methylene compounds such as cyano acetamide, cyanoacetophenone, malononitrile, and ethyl cyanoacetate, resulting into α‐arylhydrazononitriles 1. Cyclization of 1 using α‐bromo ketones or esters resulted in compounds 3.     

Microwave‐Assisted Solid‐State Synthesis and Characterization of Thiohydantoin Derivatives

Abstract

A new and efficient solid‐state method for the preparation of thiohydantoins is reported. With this method, twelve thiohydantoin compounds have been synthesized in good to excellent yields (81–92%). In addition, this method has the advantages of high yields, a cleaner reaction, simple methodology, and short reaction times.     

Preparation of ZnSe Nanoparticles via Low‐Temperature Solid Phase Process

ZnSe nanoparticles were prepared from ZnCl₂, Se and KBH₄ in the presence of cetyltrimethyl ammonium bromide (CTAB) through a room temperature solid phase process. The products were characterized with x‐ray diffraction (XRD), transmission electron microscope (TEM), and energy dispersive analysis of x‐ray (EDAX). The results show that the cubic zincblende phase ZnSe nanoparticles can be obtained using this simple method. The size of nanoparticles was evaluated to be from 8 to 30 nm.     

Preparation and Characterization of Prometryn Molecularly Imprinted Solid‐Phase Microextraction Fibers

Abstract

A novel reproducible solid‐phase microextraction (SPME) coating was prepared on the surface of silanized silica fibers by molecularly imprinted polymerization using prometryn as template molecule. The structure and extraction performance of molecularly imprinted polymer (MIP) coating was studied with the scanning electron microscope and high performance liquid chromatography (HPLC). Specific selectivity was found with the prometryn MIP‐coated fiber to prometry and its structural analogues such as atrazine, simetryn, terbutylazin, ametryn, propazine and terbutryn. In contrast, these triazines could not be selectively extracted by the non‐imprinted polymer fiber or commercial polydimethylsiloxane (PDMS), polydimethylsiloxane/divinylbenzene (PDMS/DVB), polyacrylate (PA) fibers.     

One‐Step Synthesis of Tolunitriles by Heterogeneously Catalyzed Liquid‐Phase Ammoxidation

Tolunitriles have been efficiently synthesized by selective ammoxidation of corresponding xylene over silica‐supported Co‐Mn‐Mg‐Ni catalysts, without solvent for the first time in a one‐pot procedure. The selectivity for mono‐nitriles is almost 100%.     

Solid Phase Acylation of Phosphonoacetates Synthesis of β-Keto Phosphonates from Polymer Bound Phosphonoacetate

Solid phase synthesis of phase synthesis of β-keto phosphonates, via acylation reaction of polymer bound phosphoacetate with carboxylic acid chlorides in the presence of magnesium chloride-triethylamine followed by cleavage of resin with concomitant decarboxylation, is described.