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1.
Samuel T. Chill 《合成通讯》2013,43(20):3601-3606
A facile one-pot synthesis of nitriles starting with aldehydes has been developed employing hydroxylamine hydrochloride in dimethylsulfoxide at 100°C. 相似文献
2.
Jitendra Gurjar Jorick Bater Prof. Dr. Valery V. Fokin 《Chemistry (Weinheim an der Bergstrasse, Germany)》2019,25(8):1906-1909
Aliphatic, aromatic, and heteroaromatic aldehydes were readily converted to corresponding nitriles in a one-pot reaction sequence with hydroxylamine and sulfuryl fluoride. The reaction proceeds at room temperature, does not require metal catalysts and special precautions, and produces nitriles in excellent yields. It is compatible with a variety of functional groups, can be performed in aqueous and organic solvents, and is readily scalable to multigram quantities. Mild conditions and high selectivity of the reaction enabled the construction of polyfunctional probes containing nitrile, alkyne, azide, and fluorosulfate groups for further orthogonal derivatization. 相似文献
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The reaction of various alcohols with cyanogen bromide, triphenylphosphine, and a base afforded the corresponding nitrile in satisfactory yields. 相似文献
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Joy F. Peter F. Gokul P. C. Nizam A. Chinnam S. 《Russian Journal of Organic Chemistry》2022,58(3):379-384
Russian Journal of Organic Chemistry - An efficient, simple, and catalyst-free UV-induced functional group transformation of aromatic aldehydes to nitriles has been reported. The developed strategy... 相似文献
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Direct conversion of aldehyde sodium bisulfites to the corresponding nitriles can be easily performed by the reaction of an aldehyde sodium bisulfites with a slight execss of hydroxylamine hydrochloride in refluxing toluene and in the presence of 1.0 equivalents of pyridine as catalyst. 相似文献
7.
Samuel T. Chill 《合成通讯》2013,43(13):2014-2017
A facile one-pot synthesis of amides from aldehydes has been developed. This tandem process involves the formation of a nitrile intermediate obtained from the reaction of an aldehyde with hydroxylamine hydrochloride in dimethylsulfoxide at 100°C and the subsequent treatment of the nitrile with basic hydrogen peroxide. The resulting amide products were produced in good yields (67–95%) and purity (>95%). 相似文献
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A facile one-pot synthesis of ethyl esters from aldehydes has been developed. This tandem process involves the formation of a nitrile intermediate obtained from the reaction of an aldehyde with hydroxylamine hydrochloride in dimethylsulfoxide (DMSO) at 100 °C and the subsequent reaction of the nitrile with ethanol and sulfuric acid at 130 °C. The resulting ethyl ester products were produced in good yields (65–90%) and high purity (>95%).
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Catalytic conversion of carbohydrates into value-added products and platform chemicals became a trend in recent years. Microwave activation used in the processes of carbohydrate conversion coupled with the proper choice of catalysts makes it possible to enhance dramatically the efficiency and sometimes the selectivity of catalysts. This mini-review presents a brief literature survey related to state-of-the-art methods developed recently by the world research community to solve the problem of rational conversion of carbohydrates, mostly produced from natural resources and wastes (forestry and agriculture wastes) including production of hydrogen, synthesis gas, furanics, and alcohols. The focus is made on microwave technologies used for processing carbohydrates. Of particular interest is the use of heterogeneous catalysts and hybrid materials in processing carbohydrates. 相似文献
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M. B. Madhusudana Reddy 《合成通讯》2013,43(22):3384-3389
An operationally simple and high-yielding procedure has been developed for the conversion of araldehydes into the corresponding nitriles using p-toluenesulfonic acid (p-TSA) (a mild catalyst) under microwave irradiation. The products are characterized by infrared spectral analysis and by comparison of the melting and boiling points with the reported values. 相似文献
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Aldoximes are readily dehydrated to nitriles with Raney nickel in refluxing 2-propanol. 相似文献
13.
Matthias Müller Magnus R. Buchner 《Chemistry (Weinheim an der Bergstrasse, Germany)》2019,25(47):11147-11156
Aldehydes play a key role in the human metabolism. Therefore, it is essential to know their reactivity with beryllium compounds in order to assess its effects in the body. The reactivity of simple aldehydes towards beryllium halides (F, Cl, Br, I) was studied through solution and solid-state techniques and revealed distinctively different reactivities of the beryllium halides, with BeF2 being the least and BeI2 the most reactive. Rearrangement and aldol condensation reactions were observed and monitored by in situ NMR spectroscopy. Crystal structures of various compounds obtained by Be2+-catalyzed cyclization, rearrangement, and aldol addition reactions or ligation of beryllium halides have been determined, including unprecedented one-dimensional BeCl2 chains and the first structurally characterized example of an 1-iodo-alkoxide. Long-term studies showed that only aldehydes without a β-H can form stable beryllium complexes, whereas other aldehydes are oligo- and polymerized or decomposed by beryllium halides. 相似文献
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ZHANG Jun-li CHEN Xiao-rong YU Yan-peng XU Kun-ling HUANG Jun State Key Laboratory of Materials-Oriented Chemical Engineering College of Chemistry Chemical Engineering Nanjing University of Technology Nanjing P.R.China 《高等学校化学研究》2011,(4):712-714
1 Introduction Ionic liquids(ILs) are environmentally acceptable solvents because they have low vapor pressure,high thermal stability and chemical stability,excellent solvent for organic and inorganic compounds. Therefore,they can be used as green solvents for a number of chemical processes,such as separations and reactions [1,2]. 相似文献
15.
Hossein Eshghi Zinat Gordi 《Phosphorus, sulfur, and silicon and the related elements》2013,188(2):619-623
Abstract A rapid and efficient procedure is developed for a one-pot synthesis of nitriles by condensation of aldehydes with hydroxylamine hydrochloride in the presence of P2O5/SiO2 in solvent-free media under microwave irradiation. 相似文献
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Mou-Yung Yeh Hsien-Ju Tien Ching-Hsuan Tung Chi-Ching Hwang Tian-Shung Wu 《中国化学会会志》1988,35(6):459-462
Nitriles were prepared from their corresponding aldehydes or aldoximes with the Vilsmeier reagent in a one-pot reaction or without another solvent at room temperature in 74-98% yields. 相似文献
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Anirban Karmakar Anup Paul Elia Pantanetti Sabatini M. Ftima C. Guedes da Silva Armando J. L. Pombeiro 《Molecules (Basel, Switzerland)》2021,26(4)
The new coordination polymers (CPs) [Zn(μ-1κO1:1κO2-L)(H2O)2]n·n(H2O) (1) and [Cd(μ4-1κO1O2:2κN:3,4κO3-L)(H2O)]n·n(H2O) (2) are reported, being prepared by the solvothermal reactions of 5-{(pyren-4-ylmethyl)amino}isophthalic acid (H2L) with Zn(NO3)2.6H2O or Cd(NO3)2.4H2O, respectively. They were synthesized in a basic ethanolic medium or a DMF:H2O mixture, respectively. These compounds were characterized by single-crystal X-ray diffraction, FTIR spectroscopy, thermogravimetric and elemental analysis. The single-crystal X-ray diffraction analysis revealed that compound 1 is a one dimensional linear coordination polymer, whereas 2 presents a two dimensional network. In both compounds, the coordinating ligand (L2−) is twisted due to the rotation of the pyrene ring around the CH2-NH bond. In compound 1, the Zn(II) metal ion has a tetrahedral geometry, whereas, in 2, the dinuclear [Cd2(COO)2] moiety acts as a secondary building unit and the Cd(II) ion possesses a distorted octahedral geometry. Recently, several CPs have been explored for the cyanosilylation reaction under conventional conditions, but microwave-assisted cyanosilylation of aldehydes catalyzed by CPs has not yet been well studied. Thus, we have tested the solvent-free microwave-assisted cyanosilylation reactions of different aldehydes, with trimethylsilyl cyanide, using our synthesized compounds, which behave as highly active heterogeneous catalysts. The coordination polymer 1 is more effective than 2, conceivably due to the higher Lewis acidity of the Zn(II) than the Cd(II) center and to a higher accessibility of the metal centers in the former framework. We have also checked the heterogeneity and recyclability of these coordination polymers, showing that they remain active at least after four recyclings. 相似文献
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Dr. Yajun Li Prof. Fraser F. Fleming 《Angewandte Chemie (International ed. in English)》2016,55(47):14770-14773
The sequenced addition of RLi to nitriles, trapping with isopropylformate, and dehydration with phosphoryl chloride provides an efficient, direct synthesis of alkene isocyanides. The one‐pot sequence involves a series of carefully orchestrated steps: addition, formylation, tautomerization, and dehydration, with CuCN catalyzing a key equilibration of a formyl imine to an N‐formyl enamine. The resulting aromatic alkeneisocyanides, that are otherwise challenging to synthesize, engage in an unusual [4+2]‐type cycloaddition/1,3‐H shift/decyanation sequence to afford substituted naphthalenes. 相似文献
20.
Christopher B. Kelly Kyle M. Lambert Michael A. Mercadante John M. Ovian Prof. William F. Bailey Prof. Nicholas E. Leadbeater 《Angewandte Chemie (International ed. in English)》2015,54(14):4241-4245
A scalable, high yielding, rapid route to access an array of nitriles from aldehydes mediated by an oxoammonium salt (4‐acetylamino‐2,2,6,6‐tetramethylpiperidine‐1‐oxoammonium tetrafluoroborate) and hexamethyldisilazane (HMDS) as an ammonia surrogate has been developed. The reaction likely involves two distinct chemical transformations: reversible silyl‐imine formation between HMDS and an aldehyde, followed by oxidation mediated by the oxoammonium salt and desilylation to furnish a nitrile. The spent oxidant can be easily recovered and used to regenerate the oxoammonium salt oxidant. 相似文献