Practical Synthesis of N-Aryl-o-hydroxyaryl Ketimines

Abstract

Heating o-hydroxyacetophenones and anilines under solvent-free conditions afforded the corresponding aryl ketimines in good to excellent yields.

GRAPHICAL ABSTRACT

Keywords:

• Aniline
• N-aryl-o-hydroxyaryl ketimine
• o-hydroxyacetophenone

Notes

^a General conditions: A mixture of 1a and 2 (molar ratio 1/1), 120 °C, solvent-free.

^b Reaction was performed at 160 °C.

^c 2 equiv. of amine (2p) was used.

^a General conditions: A mixture of 1 and 2a (molar ratio 1/1), 120 °C, solvent-free.

^b Reaction was performed at 80 °C for 1 h.

^c Reaction was performed at 130 °C.

^d Reaction was performed at 80 °C for 16 h.

^e Using 3,4,5-trimethoxyaniline as the amine partner.

^f Conversion.