Trifluoromethylation of aromatic alkenes by visible-light-driven photoredox catalysis: Direct conversion of alkenes to 3-trifluoromethyl-1-propenyl and 1,3-bis(trifluoromethyl)-1-propenyl derivatives

Trifluoromethylation of aromatic alkenes by visible-light-driven photoredox catalysis: Direct conversion of alkenes to 3-trifluoromethyl-1-propenyl and 1,3-bis(trifluoromethyl)-1-propenyl derivatives
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DOI:
10.1016/j.jfluchem.2015.07.020
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发表时间:
2015-11
影响因子:
1.9
通讯作者:
M. Asano;Ren Tomita;T. Koike;M. Akita
M. Asano;Ren Tomita;T. Koike;M. Akita
中科院分区:
化学4区
文献类型:
--
作者:
M. Asano;Ren Tomita;T. Koike;M. Akita

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已经开发出在可见光照射下使用 Umemoto 试剂作为 CF3 源的光氧化还原催化烯烃三氟甲基化。 Ru 光催化剂 [Ru(bpy)3](PF6)2(bpy = 2,2'-联吡啶) 可用于本发明的三氟甲基化,并且观察到优选形成 3-三氟甲基-1-丙烯基衍生物。使用过量的 Umemoto 试剂很容易诱导富电子烯烃的双三氟甲基化,产生 1,3-双(三氟甲基)-1-丙烯基骨架。
Photoredox-catalyzed trifluoromethylation of alkenes using Umemoto's reagent as a CF3source under visible light irradiation has been developed. A Ru photocatalyst, [Ru(bpy)3](PF6)2(bpy = 2,2′-bipyridine), is useful for the present trifluoromethylation and preferable formation of 3-trifluoromethyl-1-propenyl derivatives is observed. Use of an excess amount of Umemoto's reagent readily induces double trifluoromethylation of electron-rich alkenes, resulting in 1,3-bis(trifluoromethyl)-1-propenyl skeleton.