Unusual dealkylations and rearrangements in aromatic nucleophilic substitution

The reaction of 2,4-dinitrohalobenzenes with di-isopropylamine produces mainly N-(2,4-dinitrophenyl)-isopropylamine and N-(2,4-dinitrophenyl)-n-propylamine instead of the expected straightforward substitution product. Dealkylations are also observed in the reactions with isopropylcyclohexylamine and...

Descripción completa

Guardado en:
Detalles Bibliográficos
Autores principales: Nudelman, N.S., Socolovsky, S.E.
Formato: JOUR
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00404039_v21_n35_p3331_Nudelman
Aporte de:
Descripción
Sumario:The reaction of 2,4-dinitrohalobenzenes with di-isopropylamine produces mainly N-(2,4-dinitrophenyl)-isopropylamine and N-(2,4-dinitrophenyl)-n-propylamine instead of the expected straightforward substitution product. Dealkylations are also observed in the reactions with isopropylcyclohexylamine and dicyclohexylamine. A carbanionic mechanism is proposed. © 1980.