128823-22-3

Upstream product

• 18698-96-9 o-iodophenylacetic acid 
• 90794-29-9 ethyl 2-(2-iodophenyl)acetate 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 919287-64-2 diethyl 2-(2-(3-(4-chlorophenyl)-3-hydroxyprop-1-ynyl)phenyl)malonate 
• 919287-63-1 diethyl 2-(2-(3-hydroxy-3-phenylprop-1-ynyl)phenyl)malonate 
• 886047-84-3 diethyl 2-(2-(2-cyclohex-1-enylethynyl)phenyl) malonate 
• 127619-98-1 (Z)-Diethyl 1,2,3,4-tetrahydro-1-(1-phenylmethylidene)naphthalene-3,3-dicarboxylate 
• 133295-28-0 4-Methylene-3-phenyl-3,4-dihydro-1H-naphthalene-2,2-dicarboxylic acid diethyl ester 
• 133295-27-9 4-[1-Phenyl-meth-(E)-ylidene]-3,4-dihydro-1H-naphthalene-2,2-dicarboxylic acid diethyl ester 
• 1073487-04-3 3-tert-butyl-2-phenyl-4-carboxylic acid ethyl ester-isoquinolin-1(2H)-one 
• 1073486-94-8 3-phenyl-2-(4-methoxybenzyl)-4-carboxylic acid ethyl ester-isoquinolin-1(2H)-one 
• 1073486-98-2 2,3-di(p-tolyl)-4-carboxylic acid ethyl ester-isoquinolin-1(2H)-one 
• 1073486-99-3 3-phenyl-2-(4-chlorophenyl)-4-carboxylic acid ethyl ester-isoquinolin-1(2H)-one 
• 1073487-00-9 2-phenyl-3-(4-chlorophenyl)-4-carboxylic acid ethyl ester-isoquinolin-1(2H)-one 
• 1073486-95-9 3-phenyl-2-(p-tolyl)-4-carboxylic acid ethyl ester-isoquinolin-1(2H)-one 

Relevant academic research and scientific papers

Palladium-catalyzed annulation of vinylic cyclopropanes and cyclobutanes

Aryl iodides substituted in the ortho position by OH, CH2OH, NH2, NHTs and CH(CO2Et)2 groups react with vinylic cyclopropanes and cyclobutanes in the presence of a palladium catalyst and an appropriate base to afford good yields of heterocycles and carbocycles. The annulation products apparently arise by (1) palladium(0) formation and insertion into the carbon-iodine bond of the aryl iodide to generate an arylpalladium intermediate, (2) arylpalladium addition across the carbon-carbon double bond of the alkene, (3) ring-opening of the cyclopropane or cyclobutane by carbon-palladium beta elimination, (4) rearrangement of the resulting unsaturated alkylpalladium compound to a π-allylpalladium compound by a series of reversible palladium hydride beta elimination and readdition steps, (5) anion formation by removal of a proton from the functional group present on the arene, and (6) nucleophilic substitutions of the palladium by the resulting anion.

Synthesis of indenes by the palladium-catalyzed carboannulation of internal alkynes

(Chemical Equation Presented) A number of highly substituted indenes have been prepared in good yields by treating functionally substituted aryl halides with various internal alkynes in the presence of a palladium catalyst. The reaction is believed to proceed by regioselective arylpalladation of the alkyne and subsequent nucleophilic displacement of the palladium in the resulting vinylpalladium intermediate.