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 (free Supporting Information)
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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
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.
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S. Shi, R. Lalancette, R. Szostak, M. Szostak, Org. Lett., 2019, 21, 1253-1257.
Key Words
ID: J42-Y2017