A practical copper-catalyzed approach to b-lactams via radical carboamination of alkenyl carbonyl compounds

Peng Shi ^a, Jie Wang ^a, Zixu Gan ^a, Jingyu Zhang ^b, Runsheng Zeng ^*b（曾润生）and Yingsheng Zhao ^*a（赵应声）

^a Soochow University, College of Chemistry, Chemical Engineering and Materials Science, 199 Ren’ai Road, Suzhou, Jiangsu, China.

^b Soochow University, Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Suzhou, Jiangsu, China.

Chem. Commun., 2019, 55, 10523--10526

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.

链接：https://pubs.rsc.org/en/content/articlelanding/2019/CC/C9CC05668H#!divAbstract