A Photoirradiative Phase-Vanishing Method: Efficient Generation of HBr from Alkanes and Molecular Bromine and Its Use for Subsequent Radical Addition to Terminal Alkenes
Hiroshi Matsubara*, Masaaki Tsukida, Daisuke Ishihara, Kenji Kuniyoshi, Ilhyong Ryu*
*Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan, Email: matsuc.s.osakafu-u.ac.jp, ryuc.s.osakafu-u.ac.jp
H. Matsubara, M. Tsukida, D. Ishihara, K. Kuniyoshi, I. Ryu, Synlett, 2010, 2014-2018.
In a triphasic phase-vanishing system comprised of an alkane, perfluorohexanes, and bromine, photoirradiation efficiently generate hydrogen bromide, which underwent radical addition with 1-alkenes in the hydrocarbon layer to afford terminal bromides in high yields.
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fluorous solvent, phase-vanishing, photoirradiation, bromination, hydrogen bromide