Harnessing reversible oxidative addition: application of diiodinated aromatic compounds in the carboiodination process.
An I for an I: Conditions for the intramolecular carboiodination and the simultaneous convergent intramolecular carboiodination/intermolecular Heck reaction of various diiodoarenes were developed. The ability of the Pd(0)/QPhos catalyst/ligand combination to undergo reversible oxidative addition allows these reactions to proceed well, thus increasing both the appeal and utility of this class of substrates in site-selective cross-coupling reactions.
Department of Chemistry, University of Toronto, 80 St. George St. Toronto, Ontario (Canada) http://www.chem.utoronto.ca/staff/ML/index.php.
David A
DA
Petrone
Matthias
M
Lischka
Mark
M
Lautens
Heck reaction; carboiodination; heterocycles; oxidative addition; palladium