13156-75-7

Upstream product

• 527-69-5 2-furancarbonyl chloride 
• 124-40-3 dimethyl amine 
• 611-13-2 2-furoic acid methyl ester 
• 84738-97-6 methylchloroaluminum N,N-dimethylamide 
• 83575-73-9 Dimethylamino-furan-2-yl-trimethylsilanyloxy-acetonitrile 
• 68-12-2 N,N-dimethyl-formamide 
• 40861-56-1 2-(2-furyl)-2-(trimethylsilyloxy)acetonitrile 
• 98-01-1 furfural 
• 98-00-0 (2-furyl)methyl alcohol 
• 88-14-2 2-furanoic acid 
• 127-19-5 N,N-dimethyl acetamide 
• 617-89-0 furan-2-ylmethanamine 
• 188837-55-0 pentafluorophenyl-furan-2-carboxylate 
• 506-59-2 N,N-dimethylammonium chloride 

Downstream Products

• 98-01-1 furfural 
• 114460-98-9 1-(furan-2-yl)-N,N-dimethyl-3-phenylprop-2-yn-1-amine 
• 3193-64-4 2-Dimethylamino-1-phenyl-2--ethan 
• 527-69-5 2-furancarbonyl chloride 
• 127459-18-1 5-tert-Butyl-3-phenylsulfanyl-[2,2']bifuranyl 

Relevant academic research and scientific papers

Easy access to amides through aldehydic C-H bond functionalization catalyzed by heterogeneous Co-based catalysts

A novel synthesis strategy for amides by oxidative amidation of aldehydes is developed using a heterogeneous Co-based catalyst. The Co composite was prepared by simple pyrolysis of a Co-containing MOF, to obtain well-dispersed Co nanoparticles enclosed by carbonized organic ligands. The catalysts were characterized by powder X-ray diffraction (PXRD), N2 physical adsorption, atomic absorption spectroscopy (AAS), transmission electron microscopy (TEM), scanning electronic microscopy (SEM), and X-ray photoelectron spectroscopy (XPS). The small Co nanoparticles embedded in the N-doped carbons were highly dispersed with an average size of ca. 7 nm. The Co@C-N materials exhibited significantly enhanced catalytic activity in the oxidative amidation of aldehydes in comparison to those of commercial sources. A series of amides can be easily obtained in good to excellent yields. It was found that the reaction proceeded via radicals under mild conditions, and the carbonyl group in the amide product was from the aldehyde. Moreover, the catalyst could be easily separated by using an external magnetic field and reused several times without significant loss in catalytic efficiency under the investigated conditions. (Chemical Equation Presented).

Synthesis, characterization and electrochemical investigation of hetaryl chromium(0) aminocarbene complexes

Fischer carbene complexes are useful precursors in organic synthesis and promising catalysts. For both these purposes, a fine "tuning" of their thermodynamic properties and reactivity is of high interest. Therefore a detailed insight into the structure-reactivity correlation is necessary for aimed design and synthesis of compounds with required specific properties. In this contribution a new series of aminocarbene complexes of chromium(0) was synthesized, where the originally used phenyl substituent in the compound I pentacarbonyl[(N,N-dimethylamino)(phenyl)carbene]chromium(0), was replaced by various five-membered heteroaromatic rings: furan (II), thiophene (III) and N-Me-pyrrol (IV), attached either by their position 2 or 3 (Fig. 1). The compounds were characterized by 1H and 13C NMR and elemental analysis. In the second part of this work an electrochemical investigation in acetonitrile followed in order to understand more deeply the oxidation and reduction process and to analyze the relative contribution of inductive and mesomeric effects of the heterocycles to the reduction of the chromium aminocarbenes. Their electrochemical behavior was compared with that obtained for the phenyl derivative I, the interpretation was correlated with quantum chemical calculations and the differences were discussed.

Direct amidation of alcohols with N-substituted formamides under transition-metal-free conditions

Go tandem! The first example of the direct amidation of alcohols with N-substituted formamides has been developed. A series of tertiary amides, including the challenging N,N-dimethyl-substituted amides, were obtained in moderate to good yields under transition-metal-free conditions (see scheme). TBHP=tert-butyl hydroperoxide. Copyright

Direct Alkoxycarbonylation of Heteroarenes via Cu-Mediated Trichloromethylation and in Situ Alcoholysis

We report an efficient approach for direct alkoxycarbonylation of furans as well as other heteroarenes via a one-step copper-mediated reaction of three components (i.e., heteroarene, alcohol, and CHCl3). The copper additive was confirmed to simultaneously promote the reaction in three pathways: oxidant cracking, single electron transfer, and alcoholysis. By means of this protocol, various functionalized furancarboxylates and other heteroarenecarboxylates were facilely obtained in moderate to good yields.

Electrochemical synthesis of amides: Direct transformation of methyl ketones with formamides

A direct transformation from methyl ketones to secondary or tertiary amides has been developed through a novel electrochemical approach and a wide scope of formamides could be utilized as the amide sources. This transformation was promoted by in situ generated iodine through electrolysis of sodium iodide under mild, metal-free conditions. This electrochemical procedure could avoid the use of stoichiometric iodine and afforded the target products in good to excellent yields.

Iron-Catalyzed Oxidative Decarbonylative α-Alkylation of Acyl-Substituted Furans with Aliphatic Aldehydes as the Alkylating Agents

A protocol for FeCl2-catalyzed oxidative decarbonylative α-alkylation of acyl furans using alkyl aldehydes as the alkylating agents has been developed. This protocol affords α-alkyl-α-acylfurans in moderate to good yields in a practical and sustainable fa

Facile Access to Amides from Oxygenated or Unsaturated Organic Compounds by Metal Oxide Nanocatalysts Derived from Single-Source Molecular Precursors

Oxidative amidation is a valuable process for the transformation of oxygenated organic compounds to valuable amides. However, the reaction is severely limited by the use of an expensive catalyst and limited substrate scope. To circumvent these limitations, designing a transition-metal-based nanocatalyst via more straightforward and economical methodology with superior catalytic performances with broad substrate scope is desirable. To resolve the aforementioned issues, we report a facile method for the synthesis of nanocatalysts NiO and CuO by the sol-gel-assisted thermal decomposition of complexes [Ni(hep-H)(H2O)4]SO4 (SSMP-1) and [Cu(μ-hep)(BA)]2 (SSMP-2) [hep-H = 2-(2-hydroxylethyl)pyridine; BA = benzoic acid] as single-source molecular precursors (SSMPs) for the oxidative amidation of benzyl alcohol, benzaldehyde, and BA by using N,N-dimethylformamide (DMF) as the solvent and as an amine source, in the presence of tert-butylhydroperoxide (TBHP) as the oxidant, at T = 80 °C. In addition to nanocatalysts NiO and CuO, our previously reported Co/CoO nanocatalyst (CoNC), derived from the complex [CoII(hep-H)(H2O)4]SO4 (A) as an SSMP, was also explored for the aforementioned reaction. Also, we have carefully investigated the difference in the catalytic performance of Co-, Ni-, and Cu-based nanoparticles synthesized from the SSMP for the conversion of various oxygenated and unsaturated organic compounds to their respective amides. Among all, CuO showed an optimum catalytic performance for the oxidative amidation of various oxygenated and unsaturated organic compounds with a broad reaction scope. Finally, CuO can be recovered unaltered and reused for several (six times) recycles without any loss in catalytic activity.

Iridium-Catalyzed Reductive Strecker Reaction for Late-Stage Amide and Lactam Cyanation

A new iridium-catalyzed reductive Strecker reaction for the direct and efficient formation of α-amino nitrile products from a broad range of (hetero)aromatic and aliphatic tertiary amides, and N-alkyl lactams is reported. The protocol exploits the mild and highly chemoselective reduction of the amide and lactam functionalities using IrCl(CO)[P(C6H5)3]2 (Vaska's complex) in the presence of tetramethyldisiloxane, as a reductant, to directly generate hemiaminal species able to undergo substitution by cyanide upon treatment with TMSCN (TMS=trimethylsilyl). The protocol is simple to perform, broad in scope, efficient (up to 99 % yield), and has been successfully applied to the late-stage functionalization of amide- and lactam-containing drugs, and naturally occurring alkaloids, as well as for the selective cyanation of the carbonyl carbon atom linked to the N atom of proline residues within di- and tripeptides.

Pd(PPh3)4 catalyzed amide compound synthesis method

The invention relates to a Pd(PPh3)4 catalyzed amide compound synthesis method. The synthesis method takes carboxylic acid as the substrate, and adopts N-substituted formamide as the amine source to synthesize an amide compound under the catalysis of Pd(PPh3)4. The method is widely applicable to substrates with different functional groups. The amide compound efficiently constructed by the invention is an important skeleton of many organic molecules, drugs, peptides, bioactive molecules and natural products. The synthesis method provided by the invention provides a widely applicable preparation method for synthesis of the compounds.

A use of the carboxamides aryl carbonyl aminolysis method of preparing amide

The invention discloses a method for preparing amides via a decarbonylation ammonolysis reaction of aryl ester and formamide. The method comprises the following steps: dissolving a palladium catalyst, aryl ester and formamide in a solvent, and stirring fo