58754-35-1

Upstream product

• 5344-90-1 2-Aminobenzyl alcohol 
• 419552-57-1 N-[2-(hydroxymethyl)phenyl]-4-methoxybenzamide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 529-23-7 o-aminobenzaldehyde 
• 10507-69-4 4-methoxybenzohydroxamic acid 
• 100-52-7 benzaldehyde 
• 19226-37-0 3-(4-methoxyphenyl)-5H-1,4,2-dioxazol-5-one 
• 696-62-8 para-iodoanisole 
• 271-58-9 anthranil 
• 13939-06-5 molybdenum hexacarbonyl 
• 121-44-8 triethylamine 
• 122-51-0 orthoformic acid triethyl ester 
• 552-89-6 2-nitro-benzaldehyde 

Downstream Products

• 1309273-06-0 1-benzyl-2-(4-methoxyphenyl)-1H-indol-3-yl benzoate 
• 1309272-99-8 N-benzyl-N-(2-formylphenyl)-4-methoxybenzamide 
• 67205-04-3 2-(4-methoxyphenyl)quinazoline 
• 1451359-76-4 (E)-2-(4-methoxyphenyl)-4-styrylquinazoline 
• 18600-55-0 2-(4-methoxyphenyl)-4H-3,1-benzoxazin-4-one 
• 58754-36-2 4-methoxy-2'-[1-hydroxy-3-(1-methyl-2-piperidyl)propyl]benzanilide 
• 58754-22-6 N-[2-(hydroxy-pyridin-2-yl-methyl)-phenyl]-4-methoxy-benzamide 

Relevant academic research and scientific papers

Cp*Co(III)-Catalyzed o-Amidation of Benzaldehydes with Dioxazolones Using Transient Directing Group Strategy

Transition metal-catalyzed ortho-selective C(sp2)?H amidation of weakly coordinating aldehydes remains limited to precious metals such as Ir, Rh, Ru, etc. Herein, we put forward a novel report on ortho-amidation of benzaldehydes employing user-

Synthesis method of O-aminobenzaldehyde compound

The invention relates to a synthesis method of o-aminobenzaldehyde compounds, which takes benzaldehyde compounds as raw materials and oxazolone compounds to carry out activation reaction of benzaldehyde ortho-C-H bond to synthesize benzamide compounds und

Experimental and computational studies on H2O-promoted, Rh-catalyzed transient-ligand-free ortho-C(sp2)-H amidation of benzaldehydes with dioxazolones

An efficient and convenient ligand-free, rhodium-catalyzed ortho-C(sp2)-H amidation of benzaldehydes with dioxazolones using H2O as the key promoter is described. Using this protocol, a wide range of benzaldehyde substrates were selectively amidated in good to excellent yields with broad functional group compatibility. KIE experiments revealed that the C-H bond activation was likely the rate-limiting step. In addition, computational studies indicated that the catalyst precursor interacted with water and dioxazolones to generate the active catalytic species. Notably, the practicality and efficacy of this method were illustrated by a late-stage amidation of an estrone-derived molecule and further transformations of the amidated product.

Rh-catalyzed Transient Directing Group Promoted C—H Amidation of Benzaldehydes Utilizing Dioxazolones

Transition-metal catalyzed C—H functionalization of benzaldehydes is of great interest in organic synthesis. Herein, we developed a transient directing group assisted amidation of benzaldehydes catalyzed by rhodium catalyst. With the employment of 10 mol% of 4-trifluoromethyl aniline, the in situ generated imine groups as the directing group efficiently enable this transformation. By using this protocol, a wide range of benzaldehydes were efficiently converted into the corresponding N-(2-formylphenyl)benzamides utilizing dioxazolones as the nitrogen source.

Pd/C-Catalyzed Aminocarbonylation of Aryl Iodides with Anthranils in Water Using Mo(CO)6 as the CO Source

A convenient procedure for the synthesis of N-(2-carbonylaryl)benzamides has been developed. Through Pd/C-catalyzed aminocarbonylation of anthranils with various hindered and functionalized aryl iodides, the desired amides were afforded in moderate to good yields. The protocol is advantageous due to the recyclable Pd/C catalyst, safe Mo(CO)6 as the solid CO source, and environmentally benign water as solvent. No inert atmosphere protection is needed.

TBHP/CoCl2-mediated intramolecular oxidative cyclization of N-(2-formylphenyl)amides: An approach to the construction of 4H-3,1-benzoxazin-4-ones

The intramolecular oxidative cyclization of N-(2-formylphenyl)amides has been realized through an oxidative C(sp2)-O(sp2) bond-forming reaction between an aldehyde carbon and amide oxygen. This new strategy, which uses tert-butyl hydroperoxide (TBHP) as an oxidant and CoCl2 as the catalyst, allows for the efficient Co-catalyzed synthesis of useful benzoxazin-4-one derivatives and features readily available starting materials and mild reaction conditions. The intramolecular cyclization of N-(2-formylphenyl)amides has been realized through an oxidative C(sp2)-O(sp2) bond-forming reaction between an aldehyde carbon and amide oxygen. This new strategy, which uses tert-butyl hydroperoxide (TBHP) as the oxidant and CoCl2 as the catalyst, allows for the efficient Co-catalyzed synthesis of useful benzoxazin-4-one derivatives.

KOtBu-mediated stereoselective addition of quinazolines to alkynes under mild conditions

A facile alkenylation of quinazolines with unactivated terminal alkynes has been achieved in the presence of KOtBu without the aid of any transition metal catalysts. The reaction is carried out under very mild conditions and shows a high stereoselectivity

Preparation of functional benzofurans, benzothiophenes, and indoles using ester, thioester, and amide via intramolecular wittig reactions

Preparation of new types of highly functional benzofurans, benzothiophenes, and indoles is realized via intramolecular Wittig reactions with the corresponding ester, thioester, and amide functionalities. The key intermediates, phosphorus ylides, presumably result from the addition of Bu 3P toward aldehydes followed by acylation and deprotonation. Synthesis of functional benzofurans directly starting from salicylic aldehyde derivatives with acid chlorides in a one-step procedure is also developed.

Substituted piperidines

The compounds are of the heterocyclic class of 2-phenethylpiperidines having an amido substituent in the ortho position of the phenethyl moiety. Substituents in the ortho position include formamido, benzamido, cinnamamido, 2-thiophenecarboxamido, alkanesulfonamido and alkanoylamido. They are useful as antiarrhythmic and/or antiserotonin agents. The novel compounds are prepared by reaction of appropriately substituted o-aminophenethylpiperidines and the carbonyl or sulfonyl halides or anhydrides. Typical embodiments of this invention are 4-methoxy-2'-[2-(1-methyl-2-piperidyl)ethyl]benzanilide and 2'-[2-(1-methyl-2-piperidyl)ethyl]cinnamanilide.