Pd-catalyzed C−H functionalization of weak-coordinating substrates remained challenging and limited.1 Traditionally, nitrogen-based, strong coordinating groups have been most widely used as directing groups for C(sp3)−H activation, presumably because of the facile cyclometalation process that forms stable palladacycle intermediates. On the other hand, utilizing oxygen-based neutral-coordinating groups such as Weinreb amides to direct C(sp3)−H activation remains a significant challenge. Recently, Yu and coworkers reported the discovery of 3-pyridinesulfonic acid as a uniquely enabling ligand for Pd catalysed β?C(sp3)−H arylation of Weinreb amide.2 In the course of our investigation in regioselective arylation of arenes, we disclosed that such a process can also be promoted by other inexpensive acidic commercially available ligands in a highly efficient mode. These acidic ligands would provide a suitable cationic Pd (II) center without binding nitrogen, in some cases even active Pd(I) species, for the efficient Csp3-H activation. It also enables rapid domino synthesis of ketoamide. Remarkably, such process allows late stage functionalization of peptides.
Biography:
A/Prof Guanghui An has received his B.S. (2005) and Ph.D. in Chemistry (2010) both at Nanjing University. He has also received his Postdoctoral Associate in Chemistry (2014) at Texas Tech University. He is an Associate Professor in School of Chemistry and Materials Science at Heilongjiang University (2014) and in College of Materials Science and Chemical Engineering at Harbin Engineering University (2015). Additionally, he has a membership in the Chinese Chemical Society (CCS). He has published more than 40 research articles in SCI (E) journals.
Furthermore, A/Prof An has received the Outstanding Reviewers for Chemical Communications in 2016 and has reviewed more than 200 papers for: Chem Communications, Organic Letters, Rsc Advances, Organic & Biomolecular Chemistry, New Journal of Chemistry, Journal of Materials Chemistry, Dalton Transactions, CrystEngComm, etc.
