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Photocatalytic CeCl3-Promoted C-H Alkenylation and Alkynylation of Alkanes
Naya A Stini1, Petros L Gkizis1, Ierasia Triandafillidi1
1Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, 15771, Panepistimiopolis, Athens, Greece.
Abstract:
The reemerging field of photoredox catalysis offers numerous advantages towards the development of novel, sustainable and easy-to-execute organic transformations. Herein, we report a light-triggered application of cerium complexes towards the C-H alkenylation and alkynylation of alkanes. An indirect HAT-mediated photocatalytic protocol was developed, using a cerium salt (CeCl3 ⋅ 7H2O) and a chlorine source (TBACl) as the catalytic system. A variety of cyclic and linear hydrocarbons were utilized, delivering the corresponding alkenylation or alkynylation products in good to high yields, displaying high regioselectivity. A series of mechanistic experiments were conducted.
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