化学
光催化
立体选择性
氮杂环丁烷
分子间力
氨基酸
氧化磷酸化
催化作用
有机化学
组合化学
分子
生物化学
作者
Rajesh Dasi,Alexander Villinger,Malte Brasholz
出处
期刊:Organic Letters
[American Chemical Society]
日期:2022-10-20
卷期号:24 (43): 8041-8046
被引量:6
标识
DOI:10.1021/acs.orglett.2c03291
摘要
Photocatalytic dehydrogenative [2 + 2] cycloadditions between amines and alkenes were developed that allow for the stereoselective and high-yielding synthesis of functionalized azetidines. The oxidative formal Aza Paternò-Büchi reactions are induced by photoredox-catalyzed aerobic oxidation of dihydroquinoxalinones 1 as the amines, and in the presence of structurally diverse alkenes 3 intermolecular [2 + 2] cyclization to dihydro-1H-azeto[1,2-a]quinoxalin-3(4H)-ones 4 occurs. The utility of the method is illustrated by the selective conversion of amino acid derived dihydroquinoxalinones 1, including oxidation-prone lysine and tryptophan derivatives.
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