40141-72-8

Upstream product

• 25054-53-9 3,4-(methylenedioxy)benzoyl chloride 
• 62-53-3 aniline 
• 117034-25-0 6-methyl-2-methoxy-4-O-piperonylpyrimidine 
• 28281-49-4 3,4-methylenedioxypropiophenone 
• 94-53-1 Piperonylic acid 
• 533-31-3 Sesamol 
• 15226-74-1 dicobalt octacarbonyl 
• 109586-40-5 1,3-dihydroisobenzofuran-5-yl trifluoromethanesulfonate 
• 120-57-0 piperonal 
• 495-76-1 piperonol 

Downstream Products

• 1256360-87-8 C₂₄H₁₉NO₅ 
• 1256360-88-9 C₂₄H₁₉NO₅ 
• 485-61-0 graveoline 
• 40141-86-4 [1,3]dioxolo[4,5-j]-6(5H)-phenanthridinone 

Relevant academic research and scientific papers

Copper-catalyzed aerobic oxidative C-C bond cleavage of simple ketones for the synthesis of amides

A Cu-catalyzed oxidative amidation of simple ketones with amines via carbon-carbon (C-C) bond cleavage has been developed. A number of aryl and alkyl ketones could be easily converted to amides using cheap copper salt as the catalyst and O2 as the oxidant with a wide range of amines, including primary and secondary amines. This method shows a notable advantage of the broad scope for the substrate, thus providing a practical approach to amides. A plausible mechanism is proposed based on the preliminary experiments.

Reversible small molecule inhibitors of MAO A and MAO B with anilide motifs

Background: Ligands consisting of two aryl moieties connected via a short spacer were shown to be potent inhibitors of monoamine oxidases (MAO) A and B, which are known as suitable targets in treatment of neurological diseases. Based on this general blueprint, we synthesized a series of 66 small aromatic amide derivatives as novel MAO A/B inhibitors. Methods: The compounds were synthesized, purified and structurally confirmed by spectroscopic methods. Fluorimetric enzymological assays were performed to determine MAO A/B inhibition properties. Mode and reversibility of inhibition was determined for the most potent MAO B inhibitor. Docking poses and pharmacophore models were generated to confirm the in vitro results. Results: N-(2,4-Dinitrophenyl)benzo[d][1,3]dioxole-5-carboxamide (55, ST-2043) was found to be a reversible competitive moderately selective MAO B inhibitor (IC50 = 56 nM, Ki = 6.3 nM), while N-(2,4-dinitrophenyl)benzamide (7, ST-2023) showed higher preference for MAO A (IC50 = 126 nM). Computational analysis confirmed in vitro binding properties, where the anilides examined possessed high surface complementarity to MAO A/B active sites. Conclusion: The small molecule anilides with different substitution patterns were identified as potent MAO A/B inhibitors, which were active in nanomolar concentrations ranges. These small and easily accessible molecules are promising motifs, especially for newly designed multitargeted ligands taking advantage of these fragments.

Room Temperature Carbonylation of (Hetero) Aryl Pentafluorobenzenesulfonates and Triflates using Palladium-Cobalt Bimetallic Catalyst: Dual Role of Cobalt Carbonyl

An efficient method for the carbonylation of (hetero) aryl pentafluorobenzenesulfonates and triflates under exceptionally mild conditions using palladium/dicobalt octacarbonyl [Pd/Co2(CO)8] has been developed. Besides acting as carbon monoxide (CO) source, Co2(CO)8enhances the reaction rate by accelerating the CO insertion through an in situ generated bimetallic palladium cobalt tetracarbonyl [Pd-Co(CO)4] complex. Under the optimized reaction condition, carbonylation of a wide range of activated and deactivated, as well as sterically hindered and heteroaromatic, substrates proceeded efficiently at room temperature. The high chemoselectivity and improved synthesis of biologically relevant Isoguvacine and Lazabemide intermediates highlights its scope as a valuable synthetic method. The generality of this protocol was further extended to other electrophiles (bromides, chlorides and tosylates). (Figure presented.).

Highly efficient dehydrogenative cross-coupling of aldehydes with amines and alcohols

A common protocol for the synthesis of amides, esters and α-ketoesters via cross dehydrogenative coupling of aldehydes and amines/alcohols has been developed. The method is applicable to a wide variety of alcohols and amines as well as aliphatic and aromatic aldehydes. Also, the use of acetaldehyde for acetylation and ethyl glyoxalate to access 2-oxo-amino esters is presented for the first time.

Aerobic oxidative transformation of primary alcohols and amines to amides promoted by a hydroxyapatite-supported gold catalyst in water

In the presence of an easily prepared hydroxyapatite-supported gold catalyst, namely Au/HAP, various kinds of structurally diverse primary alcohols including benzylic and aliphatic ones, and amines involving aromatic and secondary ones could be converted into the corresponding amides in water with up to 99% yield. Meanwhile, on the basis of experimental observations and literatures, a plausible reaction pathway was described to elucidate the reaction mechanism.

Research on antiviral agents. 4. Studies on the chemistry of 6-methyl-2-methoxy-4-O-acyloxy and 6-methyl-2,4-di-O-acyloxypyrimidine derivatives as new acylation reagents and inhibitors of uracil DNA glycosylases.

The synthesis of 6-methyl-2-methoxy-4-O-acyloxy and 6-methyl-2,4-di-O-acyloxypyrimidine derivatives 2 and 5 along with their properties as acylating agents of amines, alcohols, thiols and α-amino acids have been reported. Interestingly some of the title products revealed an inhibitory activity against the human and herpetic DNA glycosylases.

6-ALKYL-2-METHOXY-4-(3H)-PYRIMIDINONES IN THE TRANSFORMATION OF PYRIMIDINES: REGIOSPECIFIC PREPARATION, ANTITUMOR AND ANTIMICROBIAL ACTIVITY OF 4-O-ACYLATED PYRIMIDINE DERIVATIVES. NEW AGENTS FOR SELECTIVE ACYLATION OF AMINES.

A high yielding synthesis of 4-O-acylated pyrimidines is presented.These products are selective reagents for amine acylation.The antitumor and antimicrobial activity of compounds 1 and 2c is also reported.