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Potenti, Simone; Gualandi, Andrea; Puggioli, Alessio; Fermi, Andrea; Bergamini, Giacomo; Cozzi, Pier Giorgio
European journal of organic chemistry, March 19, 2021, Volume: 2021, Issue: 11Journal Article
Organometallic allylic reagents are widely used in the construction of C−C bonds by Barbier‐type reactions. In this communication, we have described a photoredox Barbier allylation of aldehydes mediated by bismuth, in absence of other metals as co‐reductants. Mild reaction conditions, tolerance of oxygen, and use of aqueous solvent make this photoredox methodology attractive for green and sustainable synthesis of homoallylic alcohols. Green Photoredox! Negligibly toxic bismuth salts can be employed in a photoredox allylation of aldehydes mediated by an organic dye. To further add interest to this new methodology, the photoredox Barbier allylation is carried out in EtOH/water and shows low sensitivity to oxygen and radical scavengers.
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