28918-11-8Relevant academic research and scientific papers
C-ALKYLATION OF β-DIKETONES WITH BENZYLPYRIDINIUM SALTS. EVIDENCE FOR CHAIN RADICAL MECHANISMS
Marquet, Jorge,Moreno-Manas, Marcial,Pacheco, Pedro,Prat, Maria,Katritzky, Alan R.,Brycki, Bogumil
, p. 5333 - 5346 (2007/10/02)
1-(p-Substituted benzyl)-2,4,6-triphenylpyridinium cations react with β-diketone anions by mechanisms which depend on the para-substituent.The p-methoxybenzyl derivative undergoes SN1 displacement yielding O- and C-benzylated products.The p-nitrobenzyl compound reacts by a chain radicaloid mechanism and gives high yields of C-p-nitrobenzylated diketones.The parent benzyl compound forms some C- and some O-benzylated products, together with bibenzyl, probably by a radical chain reaction which was suppressed by radical traps.
