39880-80-3

Upstream product

• 5271-67-0 2-Thiophenecarbonyl chloride 
• 106-49-0 p-toluidine 
• 2046-39-1 2-thiophenecarbonyl azide 
• 301164-69-2 (1H-benzo[d][1,2,3]triazol-1-yl)(thiophen-2-yl)methanone 
• 98-03-3 thiophene-2-carbaldehyde 
• 4075-59-6 2-thiopheneglyoxylic acid 
• 103185-33-7 N-methoxy-1H-thiophene-2-carboxamide 
• 5720-05-8 4-methylphenylboronic acid 
• 527-72-0 2-thiophenylcarboxylic acid 
• 88-15-3 2-Acetylthiophene 

Downstream Products

• 876893-38-8 N-[(1H-1,2,3-benzotriazol-1-yl)(thien-2-yl)methylidene]-N-(4-methylphenyl)amine 
• 1214752-45-0 N-(thiophen-2-yl(p-tolylimino)methyl)-N-p-tolylthiophene-2-carboxamide 
• 304882-58-4 N-(2-nitro-4-methylphenyl) 2-thiophenylcarboxamide 
• 1256361-00-8 C₂₂H₁₉NO₃S 
• 1256361-01-9 C₂₂H₁₉NO₃S 

Relevant academic research and scientific papers

Iron-catalyzed cross-coupling of N?methoxy amides and arylboronic acids for the synthesis of N-aryl amides

An efficient iron-catalyzed synthesis of N-aryl amides from N?methoxy amides and arylboronic acids is developed. FeCl3 is used as the sole catalyst for the cross-coupling reaction between N?methoxy amides and arylboronic acids without any other

Metal-Free Sustainable Synthesis of Amides via Oxidative Amidation Using Graphene Oxide as Carbocatalyst in Aqueous Medium

Abstract: We describe an efficient, clean and metal-free procedure for the synthesis of amides via oxidative amidation of aldehydes with anilines using graphene oxide (GO) as a recyclable catalyst and KBrO3 as a mild oxidant in aqueous medium under microwave irradiation. GO nanosheets were prepared and characterized by XRD, TEM, SEM, and FT-IR, analyses. GO showed high compatibility with KBrO3 in water and offered high TOF value (1.30 × 10?3 mol?g?1 min?1). GO oxygen functionalities catalyze the oxidative amidation effectively in mild condition with high recyclability. A plausible mechanism was proposed by the isolating the intermediate. Graphic Abstract: [Figure not available: see fulltext. ]

Catalyst-Free Singlet Oxygen-Promoted Decarboxylative Amidation of α-Keto Acids with Free Amines

A novel catalyst-free decarboxylative amidation of α-keto acids with amines under mild conditions has been developed. Advantages of the new protocol include avoidance of metal catalysts and high levels of functional group tolerance. In addition, the reaction can be scaled up and shows high chemoselectivity. Preliminary mechanistic studies suggest that singlet oxygen, generated from oxygen under irradiation, is the key promoter for this catalyst-free transformation.

Silver-promoted decarboxylative amidation of α-keto acids with amines

A general and effective method for the synthesis of amides through decarboxylative amidation of α-keto acids with amines has been developed. The reaction proceeded smoothly to afford the corresponding amide products in good yield under air and shows excellent functional group tolerance. In addition, the protocol can be further applied in the synthesis of heterocyclic compounds like benzimidazoles.

Visible-light-mediated decarboxylation/oxidative amidation of α-keto acids with amines under mild reaction conditions using O2

Photochemistry has ushered in a new era in the development of chemistry, and photoredox catalysis has become a hot topic, especially over the last five years, with the combination of visible-light photoredox catalysis and radical reactions. A novel, simple, and efficient radical oxidative decarboxylative coupling with the assistant of the photocatalyst [Ru(phen)3]Cl 2 is described. Various functional groups are well-tolerated in this reaction and thus provides a new approach to developing advanced methods for aerobic oxidative decarboxylation. The preliminary mechanistic studies revealed that: 1)an SET process between [Ru(phen)3]2+* and aniline play an important role; 2)O2 activation might be the rate-determining step; and 3)the decarboxylation step is an irreversible and fast process. Bring to light: A new approach to oxidative decarboxylation under visible light using O2 as the oxidant has been developed. A variety of functional groups were well-tolerated in this reaction and insights into the mechanism were investigated with the assistance of EPR spectroscopy, cyclic voltammetry, and theoretical studies.

Direct oxidative amidation of aldehydes with anilines under mechanical milling conditions

(Chemical Equation Presented) Oxone is found to be an effective oxidant for the oxidative amidation of aldehydes with anilines to furnish amides in a one-pot process under mechanical milling conditions.

Efficient microwave access to polysubstituted amidines from imidoylbenzotriazoles

Microwave reactions of primary and secondary amines with imidoylbenzotriazoles 6a-w gave diversely substituted amidines 7a-Aa in 76-94% yields. Convenient preparations of a variety of amides 5a-Ab (87-96%) and imidoylbenzotriazoles 6a-w (56-95%) have also been developed using microwave irradiation under mild conditions and short reaction times. These results demonstrate further the advantages of microwave synthesis and introduce a new application of imidoylbenzotriazoles in the preparation of polysubstituted amidines.

Determination of aromaticity indices of thiophene and furan by nuclear magnetic resonance spectroscopic analysis of their anilides

A series of m- and p-substituted anilides of benzoic acid, 2-thienoic acid, and 2-furoic acid were prepared and their 1H and 13C nmr spectroscopic characteristics were examined. In general, good correlations were observed between the chemical shifts of proton and carbon signals of the acyl aromatic rings and the Hammett σ. Plots of the chemical shift values of the carbonyl carbons of the benzanilides against those of the 2-thienamides and 2-furamides gave an excellent correlation and the values of the slopes are 0.79 and 0.52, respectively, in dimethyl sulfoxide-d6. The slopes could be considered as a set of aromaticity index.

Heteroacyl Azides as Acylating Agents for Aromatic or Heteroatomic Amines (1)

The possibility of formation of substituted heterocyclic amides from heteroacyl azides and aromatic or heteroatomic amines was investigated.Although acylation proceeded in some cases under mild reaction conditions, formation of N,N'-disubstituted ureas was the main process at elevated temperatures.