区域选择性
亲核细胞
化学
加合物
烯丙基重排
光催化
有机化学
药物化学
催化作用
作者
Tsubasa Hirata,Azusa Ikegami,Manabu Hatano
标识
DOI:10.1002/ajoc.202300486
摘要
Abstract The hydrofunctionalization of 1,3‐dienes is a challenging task especially with respect to controlling the regioselectivity of the corresponding adducts. Although various hydrofunctionalization approaches have already been developed, nucleophiles are often unselectively introduced at the C1‐ and C2‐positions of 1,3‐dienes. Here, we report a new methodology for the photocatalytic regioselective hydrofunctionalization of 1,4‐diaryl‐1,3‐butadienes in the presence of a photocatalyst under blue LED irradiation. O ‐, N ‐, and C ‐nucleophiles are regioselectively introduced at the C1‐position of 1,4‐diaryl‐1,3‐butadienes to furnish the corresponding allylic (1,4‐adducts) and homoallylic (1,2‐adducts) derivatives as the major products. Moreover, the resultant mixture of 1,4‐adducts and 1,2‐adducts can be convergently transformed into a single reduced compound via hydrogenation.
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