Zn-Mediated, Pd-Catalyzed Cross-Couplings in Water at Room Temperature Without Prior Formation of Organozinc Reagents
Arkady Krasovskiy, Christophe Duplais and Bruce H. Lipshutz*
*Department of Chemistry & Biochemistry, University of California, Santa Barbara, California 93106, Email: lipshutzchem.ucsb.edu
A. Krasovskiy, C. Duplais, B. H. Lipshutz, J. Am. Chem. Soc., 2009, 131, 15592-15593.
DOI: 10.1021/ja906803t (free Supporting Information)
A simple approach to Pd-catalyzed sp3-sp2 cross-couplings between alkyl iodides and aryl bromides in the presence of zinc powder in water is enabled by a nonionic amphiphile, to give the alkylated aromatics in good yields. The reaction is conducted at room temperature and tolerates various functional groups.
see article for more examples
A. Krasovskiy, C. Duplais, B. H. Lipshutz, Org. Lett., 2010, 12, 4742-4744.