34237-88-2

Upstream product

• 603-33-8 triphenylbismuthane 
• 4424-17-3 2-aminobenzanilide 
• 28144-70-9 anthranilic acid amide 
• 98-80-6 phenylboronic acid 
• 118-48-9 isatoic anhydride 
• 62-53-3 aniline 

Downstream Products

• 39602-67-0 1,3-diphenyl-2,3-dihydroquinazolin-4(1H)-one 

Relevant academic research and scientific papers

A facile synthesis of (Z)-1, 6-disubstituted-7H-benzo[b][1,5]diazonin-7-one derivatives via arylation-allylation-RCM pathway of anthranilamide and isatoic anhydride

A facile and efficient method has been developed for the synthesis of (Z)-6-allyl-1-phenyl-1,2,5,6-tetrahydro-7H-benzo[b][1,5]diazonin-7-one and (Z)-1,6-diphenyl-1,2,5,6-tetrahydro-7H-benzo[b][1,5]diazonin-7-one from anthranilamide via N-arylation/N-allylation and from isatoic anhydride via ring opening/N-arylation/N-allylation followed by ring closing metathesis using Grubbs-II catalyst as a key step. Grubbs-II catalyst was found to be superior over Grubbs-I catalyst in terms of reaction time and yield of the product, and the routes developed were suitable to synthesize benzo fused nine membered nitrogen heterocycles. The requirement of diallylated substrates with protected amine and amide nitrogen is suitable for RCM has been established for the synthesis of diazoninone derivatives.

One-Pot, Multistep Reactions for the Modular Synthesis of N, N′-Diarylindazol-3-ones

The pot-economic synthesis of N,N′-diarylindazol-3-ones has been developed using readily available isatoic anhydrides, aryl amines, and aryl boronic acids. A Cu-catalyzed oxidative C-N cross-coupling and dehydrogenative N-N formation sequence under an air atmosphere affords indazol-3-one derivatives in good to excellent yields. Such process merges well with the preceding decarboxylative amination reaction, resulting in a more modular and straightforward approach.

Chemoselective: N -arylation of aminobenzamides via copper catalysed Chan-Evans-Lam reactions

Chemoselective N-arylation of unprotected aminobenzamides was achieved via Cu-catalysed Chan-Evans-Lam cross-coupling with aryl boronic acids for the first time. Simple copper catalysts enable the selective arylation of amino groups in ortho/meta/para-aminobenzamides under open-flask conditions. The reactions were scalable and compatible with a wide range of functional groups.

Selective N-arylation of aminobenzanilides under mild conditions using triarylbismuthanes

Diarylamines are prepared selectively in good yields under mild conditions by treatment of aminobenzanilides with triarylbismuthanes in the presence of copper(II) acetate and triethylamine. Arylation under these conditions occurs preferentially at the amino- rather than the amide-nitrogen of the benzanilide. Thus, heating an aminobenzanilide in dichloromethane under reflux in the presence of 1 equiv each of a triarylbismuthane, triethylamine, and copper(II) acetate affords the diarylamine in good yields. This method thereby provides a mild and expeditious route to functionalized diarylamines.