Radical addition to acrylonitrile via catalytic photochemical decarboxylation of aliphatic carboxylic acids

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• 作者：Yasuharu Yoshimi ; Sonoka Washida ; Yoshiki Okita ; Keisuke Nishikawa ; Kousuke Maeda ; Shota Hayashi ; Toshio Morita
• 关键词：Catalytic photochemical decarboxylation ; Carboxylic acid ; Radical addition to alkene ; Acrylonitrile
• 刊名：Tetrahedron Letters
• 出版年：2013
• 出版时间：7 August, 2013
• 年：2013
• 卷：54
• 期：32
• 页码：4324-4326
• 全文大小：370 K

文摘

Photoinduced electron transfer (PET)-promoted decarboxylation of aliphatic carboxylic acids using catalytic amounts of an arene and electron-acceptor (>2.5 mol  % ) was found to proceed efficiently to give adducts even when only 1 equiv of acrylonitrile was employed. The use of catalytic quantities of the arene and electron-acceptor demonstrates that the yield of the adduct is strongly influenced by the efficiency of back electron transfer from the radical anion of the electron-acceptor to radical intermediate 1.