Hazra Avijit, Lee Mitchell T, Chiu Justin F, Lalic Gojko
Department of Chemistry, University of Washington, Seattle, WA, 98195, USA.
Angew Chem Int Ed Engl. 2018 May 4;57(19):5492-5496. doi: 10.1002/anie.201801085. Epub 2018 Apr 14.
We have developed a photoinduced copper-catalyzed alkylation of terminal alkynes with primary, secondary, or tertiary alkyl iodides as electrophiles. The reaction has a broad substrate scope and can be successfully performed in the presence of ester, nitrile, aryl halide, ketone, sulfonamide, epoxide, alcohol, and amide functional groups. The alkylation is promoted by blue light (λ≈450 nm) and proceeds at room temperature in the absence of any additional metal catalysts. The use of a terpyridine ligand is essential for the success of the reaction and is shown to prevent photoinduced copper-catalyzed polymerization of the starting materials.
我们已经开发出一种光诱导铜催化的末端炔烃与伯、仲或叔烷基碘作为亲电试剂的烷基化反应。该反应具有广泛的底物范围，并且可以在酯、腈、芳基卤化物、酮、磺酰胺、环氧化物、醇和酰胺官能团存在的情况下成功进行。烷基化反应由蓝光（λ≈450 nm）促进，在没有任何额外金属催化剂的情况下于室温下进行。使用三联吡啶配体对于反应的成功至关重要，并且已证明它可以防止起始原料的光诱导铜催化聚合反应。
