Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis
Niki R. Patel, Christopher B. Kelly, Matthieu Jouffroy and Gary A. Molander*
*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States, Email: gmolandrsas.upenn.edu
N. R. Patel, C. B. Kelly, M. Jouffroy, G. A. Molander, Org. Lett., 2016, 18, 764-767.
DOI: 10.1021/acs.orglett.6b00024 (free Supporting Information)
Single-electron transmetalation via photoredox/nickel dual catalysis enables cross-coupling of primary and secondary (bis-catecholato)alkylsilicates with alkenyl halides via transfer of alkyl radicals under very mild reaction conditions. The method works with not only alkenyl bromides and iodides but also previously underexplored alkenyl chlorides.
see article for more examples
M. Jouffroy, C. B. Kelly, G. A. Molander, Org. Lett., 2016, 18, 876-879.