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Nickel/Photo-Cocatalyzed C(sp2)–H Allylation of Aldehydes and Formamides
Organic Letters ( IF 5.2 ) Pub Date : 2021-09-23 , DOI: 10.1021/acs.orglett.1c02938
Pei Fan 1, 2 , Rui Wang 1 , Chuan Wang 1
Affiliation  

Herein we report a nickel/photo-cocatalyzed C(sp2)–H allylation of aldehydes and formamides wherein both allyl acetates and allyl alcohols can be used as the allylating agents. In this reaction, radical-type umpolung of the formyl moiety is enabled by tetrabutylammonium decatungstate as a hydrogen-atom-transfer photocatalyst, whereas nickel serves to cleave the C–O bond of allyl acetates or allyl alcohols. The synergistic effect of these two catalysts provides new access to various β,γ-unsaturated ketones and amides with high selectivities.

中文翻译:

镍/光助催化的醛和甲酰胺的 C(sp2)-H 烯丙基化

在此,我们报告了一种镍/光共催化的醛和甲酰胺的C(sp 2 )-H 烯丙基化,其中乙酸烯丙酯和烯丙醇均可用作烯丙基化剂。在该反应中,四丁基十钨酸铵作为氢原子转移光催化剂实现了甲酰基部分的自由基型聚合,而镍则用于裂解乙酸烯丙酯或烯丙醇的 C-O 键。这两种催化剂的协同作用为获得各种具有高选择性的 β,γ-不饱和酮和酰胺提供了新的途径。
更新日期:2021-10-01
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