Pd‐Catalyzed Decarboxylative Ortho‐Aroylation of 2‐Aryl‐quinazolinone Comprising Intrinsic Directing Group with α‐Oxocarboxylic Acids

Abstract

Pd-catalyzed decarboxylative ortho-aroylation of 2-aryl-quinazolinones with α-oxocarboxylic acids for the synthesis of diaryl ketones has been developed. Biologically interested novel quinazolinones with diaryl ketone functionality has been obtained with moderate to excellent yield from easily accessible 2-aryl-quinazolinones having inherent directing group.

Recent advances in catalytic decarboxylative transformations of carboxylic acid groups attached to a non-aromatic sp2or sp carbon

“…24 Likewise, the decarboxylative acylation of 2-aryl-quinazolinone 39 with an α-oxocarboxylic acid was accomplished by Kshirsagar et al to give numerous derivatives of diaryl ketone 45 (Table 2, entry 3). 25 However, an elevated temperature had to be used.…”

Synergistic Approach for Decarboxylative Ortho C−H Aroylation of 2‐Aryl‐pyrido[1,2‐a]pyrimidin‐4‐ones and Thiazolopyrimidinones by Merging Palladium Catalysis with Photocatalysis

“…Moreover, complete inhibition of formation of desired product 3 a was observed when reaction was performed in presence of 3 and 4 equivalent of 3,5‐di‐ tert ‐butyl‐4‐hydroxytoluene (BHT) respectively. A plausible synergistic catalytic mechanism is proposed as shown in Scheme 2 on the basis of literature study and controlled experiments [4a,b,13a] . Photoexcitation of photocatalyst [Ru(bpy) 3 ] +2 by visible light generates its excited state [Ru(bpy) 3 ] +2 *.…”