Shi Peng, Wang Jie, Gan Zixu, Zhang Jingyu, Zeng Runsheng, Zhao Yingsheng
Soochow University, College of Chemistry, Chemical Engineering and Materials Science, 199 Ren'ai Road, Suzhou, Jiangsu, China.
Chem Commun (Camb). 2019 Aug 29;55(71):10523-10526. doi: 10.1039/c9cc05668h.
Functionalized β-lactams are highly important motifs in synthetic chemistry. We report an efficient and novel approach to the synthesis of β-lactams via a copper(i)-catalyzed cascade process involving C(benzyl)-H radical abstraction, intermolecular alkene addition, and intramolecular amination reaction. Variously substituted alkenes were synthesized from vinylacetic acid, leading to the corresponding β-lactams in moderate to good yields. Preliminary studies indicate that the reaction undergoes a free radical mechanism via a Cu(i)/Cu(ii)/Cu(iii) catalytic cycle.
功能化的β-内酰胺是合成化学中非常重要的结构单元。我们报道了一种通过铜（I）催化的串联反应高效合成β-内酰胺的新方法，该反应涉及苄基C-H自由基的提取、分子间烯烃加成和分子内胺化反应。从乙烯基乙酸合成了各种取代的烯烃，以中等至良好的产率得到了相应的β-内酰胺。初步研究表明，该反应通过Cu（I）/Cu（II）/Cu（III）催化循环经历自由基机理。
