87895-73-6

Upstream product

• 87895-66-7 (2-Azido-phenyl)-(2,4-dimethyl-phenyl)-methanone 
• 143824-86-6 2,4-dimethyl-2'-nitro-benzophenone 
• 118-92-3 anthranilic acid 
• 87895-61-2 2-amino-2',4'-dimethylbenzophenone 
• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 

Downstream Products

• 87895-82-7 2,4-dimethylacridone 
• 87895-61-2 2-amino-2',4'-dimethylbenzophenone 

Relevant academic research and scientific papers

Reductive heterocyclizations via indium/iodine-promoted one-pot conversion of 2-nitroaryl aldehydes, ketones, and imines

2-Nitroaryl aldehydes, ketones, and imines were reductively cyclized to 2,1-benzisoxazoles with good yields in the presence of indium and iodine in MeOH. Under a similar condition, N-(2-nitrobenzylidene)anilines were produced mixtures of 2,1-benzisoxazoles and 3-anilino-2-phenyl-2H-indazoles.

An In-depth Study of the Azidobenzophenone-Anthranil-Acridone Transformation

The title transformation, particularly the conversion of anthranils into acridones, is shown to be critically sensitive to temperature, solvent, substituent, and metal catalysts.Thus the conversion of 3-(p-tolyl)anthranil into an acridone gives a ratio of 2-and 3-methyl derivatives varying from 0.6:1 to 4.7:1 with changing temperature and solvent.In other similar thermolyses, solvents (e.g. 1,2,4-trichlorobenzene) were incorporated into the product and traces of metals and their derivatives had a dramatic effect on the rate and course of the reaction.The most effective catalysts were iron powder and aluminium acetylacetonate. 3-(2,6-Disubstituted phenyl)anthranils gave acridones in which the substituents were either lost or rearranged onto N or C, the last cases involving sequential -sigmatropic shifts. 3-Thienylanthranils gave related thienoquinolones on thermolysis; again the reaction were very sensitive to catalysis.Blocked thienylanthranils also gave rearrangement products, but the non-aromatic intermediates could be isolated.

NEW APPROACHES TO HETEROCYCLES VIA NITRENES

Nitrenes derived from 2-azidophenyl aryl sulphides, 2-azidophenyl aryl ketones, aryl 2-azidobenzoyl esters and aryl or arylalkyl azidoformates have been cyclised to yield a wide variety of novel heterocycles.