SmI2-promoted cross coupling reaction of N-2-bromoethylphthalimide and carbonyl compounds: Synthesis of α-aryl-α′-hydroxy ketones

González-Rodríguez, Jorge; Soto, Martín; Soengas, Raquel G.; Rodríguez‐Solla, Humberto

doi:10.1016/j.tet.2019.130839

Cited by 4 publications

(1 citation statement)

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“…H; R 2 = Me, Ph R 3 = H, Me 图式 10 SmI2 介入的取代醇的合成 Scheme 10 SmI2-mediated synthesis of substituted alcohol C-N 键的合成在生化反应中应用非常广泛, 常作为生物碱合成中的重要过程. 2019 年, 张松林等 [20] 发现 SmI 2 可以使肟醚的 N-O 键还原裂解形成以氮原子为中心的自由基, 参与分子内成环状, 得到产率较高的环状亚胺化合物(Scheme 11).在 2019 年, Soengas 等[21] 发现了 SmI 2 /NiI 2 共同促进的 N-溴代乙基邻苯二甲酰亚胺与不同醛酮的还原交叉偶联反应, 得到具有不同结构的 α-芳基-α-羟基酮的噁唑啉衍生物(Scheme 12).…”

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Recent Development of Samarium Diiodide and Other Samarium Reagents in Organic Transformation

Liu¹,

Yan²,

Liu³

2021

Chinese Journal of Organic Chemistry

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Since the samarium diiodide was discovered, it has been occupying a key field in organic synthesis due to the excellent ability of both single electron transfer and reduction. Other samarium reagents have also been wildly developed in recent years, such as Sm, allylSmBr, SmI3 and so on. In this review, the reactions mediated by samarium reagents especially SmI2 in latest five years are summarized. It mainly includes three parts: studies on the SmI2 promoted coupling reactions, studies on the coupling reactions promoted by other samarium reagents (Sm, allylSmBr, SmI3, Sm(OTf)3 etc.), and studies on the samarium reagents promoted organic reduction reactions.

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