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Synergistic Photoredox and Palladium-Catalyzed 1,3-Acyloxyallylation of Aryl Cyclopropanes with Allyl Esters
ACS Catalysis ( IF 11.3 ) Pub Date : 2024-11-13 , DOI: 10.1021/acscatal.4c05180
Lixu Ren, Jun Wei, Ying Yu, Liya Huang, Lin Yang, Jun Wang, Na Hao, Qiang Fu, Dong Yi, Siping Wei, Ji Lu

A synergistic photoredox and palladium-catalyzed 1,3-acyloxyallylation of aryl cyclopropanes with allyl esters has been developed. Aryl cyclopropanes are unprecedentedly employed as radical precursors in palladium-catalyzed allylation reactions with allyl esters acting as bifunctional reagents, thereby providing acyloxy groups as nucleophiles and the allyl moiety as a radical scavenger for the formation of benzylic C(sp3)–C(sp3) bonds. This redox-neutral reaction exhibits 100% atom economy and good functional group tolerance and has been successfully applied to the late-stage modification of pharmaceutical derivatives.

中文翻译:


芳基环丙烷与烯丙酯的协同光氧化还原和钯催化的 1,3-酰氧基化



已经开发了芳基环丙烷与烯丙酯的协同光氧化还原和钯催化的 1,3-酰氧基化反应。芳基环丙烷在钯催化的烯丙基化反应中史无前例地被用作自由基前体,烯丙酯充当双功能试剂,从而提供亲核试剂的酰氧基和烯丙基部分作为形成苄基 C(sp3)-C(sp3) 键的自由基清除剂。这种氧化还原中性反应表现出 100% 的原子经济性和良好的官能团耐受性,并已成功应用于药物衍生物的后期改性。
更新日期:2024-11-14
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