1196795-92-2

Upstream product

• 273-53-0 benzoxazole 
• 7099-88-9 4-chlorophenylglyoxylic acid 
• 95-55-6 2-amino-phenol 
• 34966-48-8 ethyl 2-(4-chlorophenyl)-2-oxoacetate 

Downstream Products

• 256454-47-4 3-(4-chlorophenyl)-3,4-dihydrobenzo[b][1,4]oxazin-2-one 
• 1255772-39-4 3-(4-chlorophenyl)-3,4-dihydro-2H-1,4-benzoxazin-2-one 
• 1354648-82-0 (?)-(R)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one 

Relevant academic research and scientific papers

α-Keto Acids as Triggers and Partners for the Synthesis of Quinazolinones, Quinoxalinones, Benzooxazinones, and Benzothiazoles in Water

A general and efficient method for the synthesis of quinazolinones, quinoxalinones, benzooxazinones, and benzothiazoles from the reactions of α-keto acids with 2-aminobenzamides, benzene-1,2-diamines, 2-aminophenols, and 2-aminobenzenethiols, respectively, is described. The reactions were conducted under catalyst-free conditions, using water as the sole solvent with no additive required, and successfully applied to the synthesis of sildenafil. More importantly, these reactions can be conducted on a mass scale, and the products can be easily purified through filtration and washing with ethanol (or crystallized).

Preparation method of 3-aryl-2H-benzo [beta] [1, 4] benzoxazine-2-ketone compound

The invention discloses a preparation method of a 3-aryl-2H-benzo [beta] [1, 4] benzoxazine-2-ketone compound, which comprises the following steps: carrying out magnetic stirring on a reaction substrate 2-aminophenol compound and a ketonic acid compound i

Unexpected TFA-catalyzed tandem reaction of benzo[d]oxazoles with 2-oxo-2-arylacetic acids: Synthesis of 3-aryl-2H-benzo[b][1,4]oxazin-2-ones and cephalandole A

A convenient and efficient method for the TFA-catalyzed synthesis of 3-aryl-2H-benzo[b][1,4]oxazin-2-ones via a tandem reaction of benzo[d]oxazoles with 2-oxo-2-arylacetic acids was reported for the first time. The efficiency of this transformation was demonstrated by compatibility with a wide range of functional groups. The synthetic utility of this method was confirmed by the synthesis of the natural product cephalandole A. Moreover, a plausible mechanism for the formation of 3-aryl-2H-benzo[b][1,4]oxazin-2-ones involving ring-opening and cyclization steps is proposed. The present synthetic route to 3-aryl-2H-benzo[b][1,4]oxazin-2-ones could be readily scaled up to gram quantity without difficulty.

Oxone-mediated oxidative carbon-heteroatom bond cleavage: Synthesis of benzoxazinones from benzoxazoles with α-oxocarboxylic acids

A metal-free oxidative cleavage of benzoxazoles using Oxone as an oxidant has been developed. The in situ formed o-aminophenol has been proved to react successfully with α-oxocarboxylic acids affording the benzoxazinones in moderate to good yields. The Royal Society of Chemistry.

The first general, highly enantioselective lewis base organocatalyzed hydrosilylation of benzoxazinones and quinoxalinones

The first general, highly enantioselective hydrosilylation of benzoxazinones and quinoxalinones has been developed. The chiral Lewis base organocatalysis that are readily accessible from (1S,2R)-ephedrine and (1R,2S)-ephedrine promoted the title reaction to afford various chiral dihydrobenzoxazinones and dihydroquinoxalinones with good yields as well as good enantioselectivities.