Lang Simon B, O'Nele Kathryn M, Tunge Jon A
Department of Chemistry, The University of Kansas , 2010 Malott Hall, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, United States.
J Am Chem Soc. 2014 Oct 1;136(39):13606-9. doi: 10.1021/ja508317j. Epub 2014 Sep 22.
A combination of photoredox and palladium catalysis has been employed to facilitate the room temperature decarboxylative allylation of recalcitrant α-amino and phenylacetic allyl esters. This operationally simple process produces CO2 as the only byproduct and provides direct access to allylated alkanes. After photochemical oxidation, the carboxylate undergoes radical decarboxylation to site-specifically generate radical intermediates which undergo allylation. A radical dual catalysis mechanism is proposed. Free phenylacetic acids were also allylated utilizing similar reactions conditions.
光氧化还原与钯催化相结合已被用于促进难处理的α-氨基和苯基乙酸烯丙酯在室温下的脱羧烯丙基化反应。这个操作简单的过程仅产生二氧化碳作为副产物，并能直接得到烯丙基化的烷烃。光化学氧化后，羧酸盐发生自由基脱羧反应，位点特异性地生成自由基中间体，该中间体再进行烯丙基化反应。提出了一种自由基双催化机制。利用类似的反应条件，游离的苯基乙酸也能发生烯丙基化反应。
