Title of article :
Base-induced transformations of ortho-nitrobenzylketones: intramolecular displacement of nitro group versus nitro-nitrite rearrangement
Author/Authors :
Sergey I. Filimonov، نويسنده , , Zhanna V. Chirkova، نويسنده , , Igor G. Abramov، نويسنده , , Sergey I. Firgang، نويسنده , , Galina A. Stashina، نويسنده , , Yuri A. Strelenko، نويسنده , , Dmitriy V. Khakimov، نويسنده , , Tatyana S. Pivina، نويسنده , , Alexander V. Samet، نويسنده , , Kyrill Yu. Suponitsky، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2012
Abstract :
Reactions of 4-bromo-5-nitrophthalonitrile (BNPN) with enolates of alkyl 4-R-2,4-dioxobutanoates gave alkyl 3-acyl-5,6-dicyanobenzofuran-2-carboxylates, 4-(2-R-2-oxoethyl)-5-nitrophthalonitriles, or 3-acyl-1,2-benzoxazole-5,6-dicarbonitriles. With a base, 4-(2-R-2-oxoethyl)-5-nitrophthalonitriles either undergo nitro-nitrite rearrangement resulting in 3-acyl-1,2-benzoxazole-5,6-dicarbonitriles or yield 2-R-benzofuran-5,6-dicarbonitriles with a nitro group displacement.
Keywords :
Alkyl 5 , 6-Dicyanobenzofuran-2-carboxylates , 6-dicarbonitriles , Nitro-nitrite rearrangement , 6-dicarbonitriles , 4-Bromo-5-nitrophthalonitrile , 1 , 2-Benzoxazole-5 , 1-Hydroxyindole-5 , 4-(2-R-2-Oxoethyl)-5-nitrophthalonitriles
Journal title :
Tetrahedron
Journal title :
Tetrahedron
