Reaction of N-arylcarbamoyl-1,4-benzoquinone imines with sodium azide
摘要:
N-Arylcarbamoyl-1,4-benzoquinone imines reacted with sodium azide in completely regioselective fashion according to the 1,4-addition pattern with formation of 1-(3-azido-4-hydroxyphenyl)-3-arylureas. The reaction of N-arylcarbamoyl-2,6-dichloro-3,5-dimethyl-1,4-benzoquinone imines with sodium azide afforded N-arylcarbamoyl-2,6-diazido-3,5-dimethyl-1,4-benzoquinone imines as a result of nucleophilic substitution of the chlorine atoms.
Synthesis and structure of N-alkyl(aryl)aminocarbonyl-1,4-benzoquinone imines
摘要:
New N-alkyl(aryl)aminocarbonyl-1,4-benzoquinone imines were synthesized by reaction of isocyanates with the corresponding substituted 4-aminophenols, and their structure was determined on the basis of H-1 and C-13 NMR spectra and X-ray diffraction data.
Reaction of N-alkyl(aryl)aminocarbonyl-1,4-benzoquinone monoimines with alcohols
作者:A. P. Avdeenko、S. A. Konovalova、A. G. Sergeeva、G. V. Palamarchuk、O. V. Shishkin
DOI:10.1134/s1070428009050054
日期:2009.5
Reactions of N-alkyl(aryl)aminocarbonyl-3,5-dimethyl-1,4-benzoquinone monoimines with alcohols led to the formation of products of 1,2-addition, quinolide compounds. They are the final products in reactions with alkyl derivatives, but in event of aryl derivatives they underwent cyclization with the subsequent elimination of the alcohol molecule to provide 4,7a-dimethyl-1-aryl-7,7a-dihydro-1H-benzimidazole-2,6-diones.
Reaction of N-arylcarbamoyl-1,4-benzoquinone imines with sodium arenesulfinates
作者:S. A. Konovalova、A. P. Avdeenko、A. G. Sergeeva、Yu. V. Menafova
DOI:10.1134/s1070428014090103
日期:2014.9
N-Arylcarbamoyl-1,4-benzoquinone imines possessing at least one free ortho position with respect to the carbonyl carbon atom in the quinoid ring react with sodium arenesulfinates according to the nucleophilic 1,4-addition pattern with complete regioselectivity. If both ortho positions are occupied, the reaction gives a mixture of products where the major ones are 1,6- and 6,1-adducts formed according to the radical ion mechanism.