Development of a palladium-catalyzed decarboxylative cross-coupling of (2-azaaryl)carboxylates with aryl halides
A catalytic method for the decarboxylative coupling of 2-(azaaryl)carboxylates with aryl halides is described. The decarboxylative cross-coupling presented is mediated by a system catalytic in both palladium and copper without requiring stoichiometric amounts of organometallic reagents or organoboronic acids. This method circumvents additional synthetic steps required to prepare 2-azaaryl organometallics and organoborates as nucleophilic coupling partners, which are prone to protodemetallation and protodeborylation and produce potentially toxic byproducts.
Additional Information© 2013 Elsevier Ltd. Received 6 February 2013. Received in revised form 15 March 2013. Accepted 19 March 2013. Available online 27 March 2013. Dedicated to Professor Melanie Sanford on receipt of the Tetrahedron Young Investigator Award. The authors wish to thank NIH-NIGMS (R01 GM080269) for financial support.
Accepted Version - nihms468985.pdf