63208-65-1

Upstream product

• 5466-88-6 3,4-dihydro-3-oxo-2H-1,4-benzoxazine 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 533-58-4 2-Iodophenol 
• 2564-06-9 N-benzyl-2-chloroacetamide 
• 95-57-8 2-monochlorophenol 
• 79-04-9 chloroacetyl chloride 
• 100-46-9 benzylamine 
• 105-36-2 ethyl bromoacetate 
• 46425-95-0 o-(benzylamino)phenol 
• 95-56-7 2-hydroxybromobenzene 
• 598-21-0 2-Bromoacetyl bromide 
• 95-55-6 2-amino-phenol 

Relevant academic research and scientific papers

Synthesis of Chiral 2-Substituted 1,4-Benzoxazin-3-ones via Iridium-Catalyzed Enantioselective Hydrogenation of Benzoxazinones

An efficient iridium-catalyzed enantioselective hydrogenation of 2-alkylidene 1,4-benzoxazin-3-ones using our developed iPr-BiphPHOX as a ligand is reported. This method showed good functional group compatibility and delivered the corresponding reduced products in excellent yields (up to 99%) with excellent enantioselectivities (up to 99% ee). The reaction proceeded very well on a gram scale with low catalyst loadings (0.1 mol %), providing the product with no erosion in enantioselectivity. Additionally, three bioactive molecules can be easily obtained from the reduced products.

Sol-gel entrapped Cu in a silica matrix: An efficient heterogeneous nanocatalyst for Huisgen and Ullmann intramolecular coupling reactions

A recyclable catalytic system has been developed that comprises an inorganic polymer matrix consisting of non-functionalized silica, which encapsulates copper by direct interaction with the matrix. Cu is fixed to a silica support of nanometric dimensions by physical entrapment within a silica sol-gel matrix. Samples with different Cu loadings were studied in order to maximize and optimize the amount of entrapped Cu within the silica matrix. This entrapment limits the diffusion of the metal to the solution, thus ensuring negligible contamination of the product by the metal while simultaneously providing a stabilizing environment. This robust and versatile heterogeneous catalyst was evaluated in Huisgen and Ullmann intramolecular coupling reactions.

Pd-catalysed one-pot synthesis of 2H-1,4-benzoxazin-3-(4H)-ones from o-halophenols and 2-chloroacetamides

A Pd-catalysed cascade protocol, consisting of intermolecular O-alkylation and spontaneous intramolecular amidation, has been established for efficient synthesis of 2H-1,4-benzoxazin-3-(4H)-ones from o-halophenols and 2-chloroacetamides. A varity of substrates afford the desired products in good to excellent yields. It is particularly attractive for synthesis of a library of 2H-1,4-benzoxazin-3-(4H)-ones.

K2CO3/H2O in [omim][BF4] ionic liquid: A green medium for efficient room-temperature synthesis of N-substituted 1,4-benzoxazin-3-ones

A medium consisting of K2CO3 and H2O in [omim][BF4] ionic liquid (IL) was used to synthesize N-substituted 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives from their corresponding o-aminophenols and 2-bromoalkanoates. As a result, chemoselective formation of benzoxazinones in high yields has been observed at room temperature. After the reactions and separation of the products, the IL was recovered and successfully reused in subsequent reactions without significant loss of activity.

A facile C-N bond formation: One-pot reaction of phenols and amines via smiles rearrangement

Diarylamines and arylalkylamines were synthesized in high yields from 2-chlorophenols and amines, activated by chloroacetyl chloride under microwave irradiation (20-60 min) or conventional thermal conditions (3-6 h). The key transformation is believed to

[Omim][BF4], a green and recyclable ionic liquid medium for the one-pot chemoselective synthesis of benzoxazinones

An efficient procedure for the one-pot chemoselective synthesis of 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives from their corresponding o-aminophenols is developed using DBU in the ionic liquid [omim][BF4]. Upon completion of the reaction and separation of the product, the ionic liquid is recovered and successfully reused over nine recycles without any noticeable loss of performance.

An efficient cascade synthesis of various 2H-1,4-benzoxazin-3-(4H)-ones from o-halophenols and 2-halo-amides catalyzed by CuI

A novel and efficient one-pot cascade synthesis of 2H-1,4-benzoxazin-3-(4H) -ones has been developed through copper-catalyzed coupling of o-halophenols and 2-halo-amides. Various 2H-1,4-benzoxazin-3-(4H)-ones with diversity at three substituents on their