107002-74-4

Upstream product

• 623-08-5 N-methyl-p-toluidine 
• 762-21-0 acetylenedicarboxylic acid diethyl ester 
• 71-43-2 benzene 
• 85-44-9 phthalic anhydride 
• 83536-13-4 bis(4-ethoxycarbonylphenyl)acetylene 

Relevant academic research and scientific papers

Three-bond breaking of cyclic anhydrides: Easy access to polyfunctionalized naphthalenes and phenanthrenes

Benzannulation of phthalic anhydrides with alkynes to polyfunctionalized naphthalenes and phenanthrenes was confirmed to be straightforward using a palladium catalytic system. Sequential liberation of CO2 and CO occurred via oxidative decomposition of anhydride. In the case of 1,8-naphthalenedicarboxylic anhydrides, both aryls were encompassed in the annulation reaction to afford acenaphthylenes.

PALLADIUM-PROMOTED AROMATIC ANNELATION WITH ACETYLENE DICARBOXYLATES

Benzene rings of N-alkyltoluidine and benzene (or iodobenzene) in acetic acid were annelated with acetylenedicarboxylates by palladium(II) acetate to give N-alkylindole-2,3-dicarboxylate and naphthalene-1,2,3,4-tetracarboxylate.The formation of the products are explained in terms of toluidine radical cation intermediates.