32280-54-9

Upstream product

• 4071-85-6 trimetylsilylketene 
• 4780-79-4 1-naphthalene methanol 
• 100-47-0 benzonitrile 
• 38262-42-9 1-naphthyl mesylate 
• 118-31-0 (naphth-1-yl)methylamine 
• 55-21-0 benzamide 
• 65-85-0 benzoic acid 
• 98-88-4 benzoyl chloride 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 19350-73-3 4-methyl-N'-(naphthalen-1-ylmethylene)benzenesulfonohydrazide 
• 66-77-3 1-naphthaldehyde 
• 932-90-1 Benzaldoxime 
• 55210-79-2 1-(azidomethyl)naphthalene 
• 100-52-7 benzaldehyde 

Downstream Products

• 100-47-0 benzonitrile 
• 69025-38-3 3-phenyl-1H-naphtho[1,2-e][1,3]oxazine 

Relevant academic research and scientific papers

Synthesis of Benzoisoselenazolones via Rh(III)-Catalyzed Direct Annulative Selenation by Using Elemental Selenium

Isoselenazolone derivatives have attracted significant research interest because of their potent therapeutic activities and indispensable applications in organic synthesis. Efficient construction of functionalized isoselenazolone scaffolds is still challenging, and thus new synthetic approaches with improved operational simplicity have been of particular interest. In this manuscript, we introduce a rhodium-catalyzed direct selenium annulation by using stable and tractable elemental selenium. A series of benzamides as well as acrylamides were successfully coupled with selenium under mild reaction conditions, and the obtained isoselenazolones could be pivotal synthetic precursors for several organoselenium compounds. Based on the designed control experiments and X-ray absorption spectroscopy measurements, we propose an unprecedented selenation mechanism involving a highly electrophilic Se(IV) species as the reactive selenium donor. The reaction mechanism was further verified by a computational study.

Design and synthesis of arylamidine derivatives as serotonin/norepinephrine dual reuptake inhibitors

To improve the in vivo antidepressant activity of previously reported serotonin (5-HT) and norepinephrine (NE) dual reuptake inhibitors, three series of arylamidine derivatives were designed and synthesized. The in vitro 5-HT and NE reuptake inhibitory activities of these compounds were evaluated, and compound II-5 was identified as the most potent 5-HT (IC50 = 620 nM) and NE (IC50 = 10 nM) dual reuptake inhibitor. Compound II-5 exhibited potent antidepressant activity in the rat tail suspension test and showed an acceptable safety profile in a preliminary acute toxicity test in mice. Our results show that these arylamidine derivatives exhibit potent 5-HT/NE dual reuptake inhibition and should be explored further as antidepressant drug candidates.

Base-promoted amide synthesis from aliphatic amines and ynones as acylation agents through C-C bond cleavage

A new protocol for the synthesis of amides via base-promoted cleavage of the C(sp)-C(CO) bond of ynones with aliphatic primary and secondary amines under transition-metal-, ligand-, and oxidant-free conditions has been developed. This method exhibits a wide substrate scope, high functional group tolerance and exclusive chemoselectivity, as well as mild reaction conditions.

Transamidation of carboxamides with amines over nanosized zeolite beta under solvent-free conditions

A highly efficient approach to transamidation of carboxamides with amines over nanosized zeolite beta under solvent-free conditions has been successfully demonstrated. Transamidation of a variety of amides with amines produced the respective N-alkyl amides in moderate to excellent yields.

Copper(I)-Catalyzed Reductive Cross-Coupling of N-Tosylhydrazones with Amides: A Straightforward Method for the Construction of C(sp3)- N Amide Bonds from Aldehydes

A method for the one-pot synthesis of substituted amides from aldehydes and amides is presented. Namely, condensation of aldehydes with N-tosylhydrazide generated the N-tosylhydrazones which were then reductively cross-coupled in situ with primary or secondary amides in the presence of a copper catalyst to afford secondary or tertiary amides, respectively. The reaction proceeded efficiently for a wide range of aldehydes and amides under the optimized conditions, i.e., 10 mol% of tetrakis(acetonitrile)copper(I) tetrafluoroborate [Cu(CH3CN)4BF4], 1 mol% of tetra-n-butylammonium iodide [(n-Bu)4NI], and sodium hydroxide [NaOH] as base in tetrahydrofuran (THF) at 80 C. As a result, the method provides a straightforward route for the synthesis of substituted amides from readily available aldehydes via a transition metal-catalyzed C(sp3)- N amide bond forming reaction.

A simple base-mediated amidation of aldehydes with azides

A practical and efficient amidation reaction involving aromatic aldehydes and various azides under mild conditions is described. A broad spectrum of functional groups was tolerated, and the amides were synthesized in moderate to excellent yields, presenting an attractive alternative to the currently available synthetic methods.

Cross-coupling of mesylated phenol derivatives with potassium ammonio-and amidomethyltrifluoroborates

A large array of aryl and heteroaryl mesylates have been successfully employed as electrophiles in a Csp2-Csp3 Suzuki-Miyaura cross-coupling with potassium ammonio-and amidomethyltrifluoroborates to afford the corresponding products

Nafion-catalyzed microwave-assisted Ritter reaction: an atom-economic solvent-free synthesis of amides

An atom-economic solvent-free synthesis of amides by the Ritter reaction of alcohols and nitriles under microwave irradiation is reported. This green protocol is catalyzed by solid-supported NafionNR50 with improved efficiency and reduced waste production.

Reaction of nitrones with trimethylsilyiketene

Trimethylsilylketene smoothly reacts with α,N-diarylnitrones to give oxindoles in good yields. On the other hand, the reaction of trimethylsilylketene with N-arylmethylnitrones gives a mixture of N,N- diacylamines and N-acylamines.