Improved carbonylation of heterocyclic chlorides and electronically challenging aryl bromides.
[reaction: see text] Optimized conditions are described that effect the carbonylation of diverse heterocyclic chlorides to yield the desired alkyl esters. In addition, bromoanilines and bromoanisoles, which normally are poor substrates under standard carbonylation protocols, were efficiently converted to the desired products under these new conditions. The nature of the metal bidentate ligand complex was found to be critical. Specifically, a correlation between ligand bite angle and catalytic efficiency is documented.
Albaneze-Walker
Jennifer
J
Process Research, Merck Research Laboratories, Merck & Co., Inc., P.O. Box 2000, Rahway, New Jersey 07065, USA. jennifer_albanezewalker@merck.com
Bazaral
Charles
C
Leavey
Tanya
T
Dormer
Peter G
PG
Murry
Jerry A
JA