2014-72-4

Upstream product

• 1120-64-5 2-methyl-4,5-dihydro-1,3-oxazole 
• 4551-15-9 phenylthiotrimethylsilane 
• 108-98-5 thiophenol 
• 141-43-5 ethanolamine 
• 64-19-7 acetic acid 
• 74-85-1 ethene 
• 882-33-7 diphenyldisulfane 
• 75-05-8 acetonitrile 
• 931-59-9 benzenesulfenyl chloride 
• 2014-75-7 2-(phenylthio)ethanamine 
• 108-24-7 acetic anhydride 
• 930-69-8 sodium thiophenolate 
• 60-35-5 acetamide 
• 5202-78-8 acetylaminoethylene 

Downstream Products

• 2014-75-7 2-(phenylthio)ethanamine 
• 769858-09-5 2,3,4,5-tetrahydro-1λ6,4-benzothiazepine 1,1-dioxide 
• 1422500-60-4 N-[(3-aminooxetan-3-yl)methyl]-2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinazolin-4-amine 

Relevant academic research and scientific papers

Ligand-Enabled β-C(sp3)-H Olefination of Free Carboxylic Acids

An acetyl-protected aminoethyl phenyl thioether has been developed to promote C(sp3)-H activation. Significant ligand enhancement is demonstrated by the realization of the first Pd(II)-catalyzed olefination of C(sp3)-H bonds of free carboxylic acids without using an auxiliary. Subsequent lactonization of the olefinated product via 1,4 addition provided exclusively monoselectivity in the presence of multiple β-C-H bonds. The product γ-lactone can be readily opened to give either the highly valuable β-olefinated or γ-hydroxylated aliphatic acids. Considering the challenges in developing Heck couplings using alkyl halides, this reaction offers a useful alternative.

Visible light photoredox-catalyzed hydrothiolation of enamides and enecarbamates

An efficient visible light photoredox-catalyzed, Markovnikov selective, hydrothiolation reaction of enamides and enecarbamates is presented. This protocol is mild and operationally simple. This process provides access to N,S-acetal products from available

Synthesis of Cyclic Anhydrides via Ligand-Enabled C–H Carbonylation of Simple Aliphatic Acids

The development of C(sp3)–H functionalizations of free carboxylic acids has provided a wide range of versatile C?C and C?Y (Y=heteroatom) bond-forming reactions. Additionally, C–H functionalizations have lent themselves to the one-step preparation of a number of valuable synthetic motifs that are often difficult to prepare through conventional methods. Herein, we report a β- or γ-C(sp3)–H carbonylation of free carboxylic acids using Mo(CO)6 as a convenient solid CO source and enabled by a bidentate ligand, leading to convenient syntheses of cyclic anhydrides. Among these, the succinic anhydride products are versatile stepping stones for the mono-selective introduction of various functional groups at the β position of the parent acids by decarboxylative functionalizations, thus providing a divergent strategy to synthesize a myriad of carboxylic acids inaccessible by previous β-C–H activation reactions. The enantioselective carbonylation of free cyclopropanecarboxylic acids has also been achieved using a chiral bidentate thioether ligand.

Aqueous metal-free hydrothiolation of enamides and enecarbamates

An efficient and metal-free, anti-Markovnikov selective, hydrothioaltion reaction of enamides and enecarbamates in an aqueous medium is presented. This protocol is operationally simple, mild, and atom-economical. This process provides access to thioethers

Insights into the Pummerer synthesis of oxazolines

A rapid and simple method to access unnatural 2-substituted 5-thio oxazolines has been developed. This methodology is based on a Pummerer reaction followed by an intramolecular nucleophilic substitution, which changes the paradigm for the normal use of a base in Pummerer chemistry. We also provide a useful two-step method for the synthesis of the starting material and a mechanistic proposal based on experimental observations, which contests the previously proposed reaction pathway. The reaction proved to be general, and different substituents, such as alkyl, aryl, alkenyl and functionalized groups, can be used without a significant decrease in efficiency.

PROCESS FOR THE PREPARATION OF N-[(3-AMINOOXETAN-3-YL)METHYL]-2-(1,1-DIOXO-3,5-DIHYDRO-1,4-BENZOTHIAZEPIN-4-YL)-6-METHYL-QUINAZOLIN-4-AMINE

The present invention relates to a novel process for the preparation of a compound of the formula (I): and pharmaceutically acceptable acid addition salts thereof, which is useful for prophylaxis and treatment of respiratory syncytial virus (RSV) infection in mammal or human being.

PROCESS FOR THE PREPARATION OF N-[(3-AMINOOXETAN-3-YL)METHYL]-2-(1,1-DIOXO-3,5-DIHYDRO-1,4-BENZOTHIAZEPIN-4-YL)-6-METHYL-QUINAZOLIN-4-AMINE

The present invention relates to a novel process for the preparation of a compound of the formula (I) and pharmaceutically acceptable acid addition salts thereof, which is useful for prophylaxis and treatment of respiratory syncytial virus (RSV) infection in mammal or human being.

Design, synthesis, and pharmacological effects of structurally simple ligands for MT1 and MT2 melatonin receptors

A series of phenoxyalkyl and phenylthioalkyl amides were prepared as melatoninergic ligands. Modulation of affinity of the newly synthesized compound by applying SARs around the terminal amide moiety, the alkyl chain, and the methoxy group on the aromatic ring provides compounds with nanomolar affinity for both melatonin receptor subtypes. Affinity towards MT1 and MT2 receptors were modulated also exploiting chirality. The investigation of intrinsic activity revealed that all the tested compounds behave as full or partial agonists.

Anodic Acetamidosulphenylation of Alkenes via Anodic Oxidation of Disulphides

Anodic oxidation, at platinum and carbon electrodes, of dimethyl, diphenyl, dibenzyl, and heterocyclic disulphides in acetonitrile in the presence of alkenes affords products of acetamidosulphenylation.With cyclic alkenes a high selectivity for trans-addi