Pd-PEPPSI: Pd-NHC Precatalyst for Suzuki-Miyaura Cross-Coupling Reactions of Amides
Peng Lei, Guangrong Meng, Yun Ling, Jie An and Michal Szostak*
*Department of Chemistry, Rutgers University, 73 Warren Street, Newark, New Jersey 07102, United States, Email: michal.szostakrutgers.edu
P. Lei, G. Meng, Y. Ling, J. An, M. Szostak, J. Org. Chem., 2017, 82, 6638-6646.
DOI: 10.1021/acs.joc.7b00749
see article for more reactions
Abstract
An array of amides can be cross-coupled with a range of arylboronic acids in very good yields using a commercially available, air- and moisture-stable Pd-PEPPSI-IPr complex as a highly reactive precatalyst in a single, operationally simple protocol. Pd-PEPPSI-IPr provides a significant improvement over all current Pd/phosphane catalysts for amide N-C bond activation.
see article for more examples
Q. Xia, S. Shi, P. Gao, R. Lalancette, R. Szostak, M. Szostak, J. Org. Chem., 2021, 86, 15650-15657.
Md. M. Rahman, D. J. Pyle, E. Bisz, B. Dziuk, K. Ejsmont, R. Lalancette, Q. Wang, H. Chen, R. Szostak, M. Szostak, J. Org. Chem., 2021, 86, 10455-10466.
P. Lei, G. Meng, Y. Ling, J. An, S. P. Nolan, M. Szostak, Org. Lett., 2017, 19, 6510-6513.
G. Meng, M. Szostak, Org. Lett., 2015, 17, 4364-4367.
S. Shi, R. Lalancette, R. Szostak, M. Szostak, Org. Lett., 2019, 21, 1253-1257.
Key Words
ID: J42-Y2017