SCHEDULED MAINTENANCE
Alternative formation of amides and β-enaminones from aroyl chlorides using the TiCl4-trialkylamine reagent system†
Antonella
Leggio, 
*a
Alessandra
Comandè,
a
Emilia Lucia
Belsito,
a
Marianna
Greco,
a
Angelo
Liguori
a
*a
Alessandra
Comandè,
a
Emilia Lucia
Belsito,
a
Marianna
Greco,
a
Angelo
Liguori
a
Abstract
The TiCl4/NR3 reagent system has been successfully employed for the synthesis of amides and β-enaminones. The reaction of variously substituted benzoyl chlorides with the TiCl4/NR3 reagent system, by using two different experimental procedures (Method A and Method B), afforded alternatively the corresponding amides and β-enaminones as unique or major products. The two developed protocols were investigated with a series of tertiary amines. The reactions, modulated by the presence of TiCl4, provided the corresponding amides or β-enaminones with satisfactory yields. This paper reports a new method for carbon–carbon bond formation via the reaction of aroyl chlorides with the TiCl4/NR3 reagent system.
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