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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
1,2-Acylcyanation of Styrenes by Photoinduced Nickel Catalysis to Generate Acyl Radicals from Acyl Fluorides
Naoki Oku1,2, Reo Saeki1, Yuriko Doi1
1Division of Applied Chemistry, Okayama University, Tsushimanaka, Okayama 700-8530, Japan.
Abstract:
We report herein a photoinduced nickel-catalyzed 1,2-acylcyanation of styrenes with acyl fluorides and trimethylsilyl cyanide (TMSCN). Nickel(II) acyl complexes, formed from nickel(0) complexes and acyl fluorides, are photoexcited to generate acyl radicals via a ligand-to-metal charge transfer (LMCT) process. This transformation proceeds under mild conditions and thus can be applied to the late-stage functionalization (LSF) of natural product derivatives. Synthetic derivatizations show the utility of the products. The preparation of aza-DIPYs is also demonstrated.
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