《Photoredox-Catalyzed Deaminative Alkylation via C-N Bond Activation of Primary Amines》 was written by Ashley, Melissa A.; Rovis, Tomislav. Application In Synthesis of Benzyl acrylate And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:
Primary amines are often cheap, naturally occurring, and chem. diverse starting materials. For these reasons, deaminative functionalization of amines has emerged as an important area of research. Recent advances in C-N activation transform simple α-1° and α-2° amines into alkylating reagents via Katritzky pyridinium salts. We report a complementary method that activates sterically encumbered α-3° primary amines through visible light photoredox catalysis. By condensing α-3° primary amines with electron-rich aryl aldehyde, we enable an oxidation and deprotonation event, which generates a key imidoyl radical intermediate. A subsequent β-scission event liberates alkyl radicals for coupling with electron-deficient olefins for the generation of unnatural γ-quaternary amino acids and other valuable synthetic targets. Thus, e.g., reaction of tert-Bu acrylate with the alkyl radical derived from oxidation/deprotonation/β-scission of the imine condensation product of 1-adamantylamine with 2,4,6-trimethoxybenzaldehyde afforded tert-Bu 3-(1-adamantyl)propanoate (71%). The experimental part of the paper was very detailed, including the reaction process of Benzyl acrylate(cas: 2495-35-4Application In Synthesis of Benzyl acrylate)
Benzyl acrylate(cas: 2495-35-4) is a reagent that can be used in the preparation of 2-(Phosphonomethyl)pentanedioic Acid, a selective glutamate carboxypeptidase 2 (GCP-II) inhibitor. It can also be used in the preparation of high refractive index polyacrylates.Application In Synthesis of Benzyl acrylate
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