Graduate School of Pharmaceutical Sciences, Kyushu University, Maidashi, Higashi-ku, Fukuoka 812-8582, Japan.
Org Lett. 2020 Jun 5;22(11):4164-4170. doi: 10.1021/acs.orglett.0c01248. Epub 2020 May 12.
We developed a catalytic aerobic method to synthesize α,α-disubstituted α-amino acids through cross-dehydrogenative coupling of azlactones. Combining an iron catalyst with a bisoxazolidine ligand resulted in high catalytic performance, and cross-coupling with an indole proceeded smoothly under aerobic conditions. A wide variety of α-aryl and aliphatic amino acid derived azlactones were applied to the present catalysis. In addition, a quaternary carbon could be constructed using oxindole and benzofuranone under aerobic conditions.
我们开发了一种通过氮杂环丁酮的交叉脱氢偶联来合成α,α-二取代α-氨基酸的催化有氧方法。铁催化剂与双恶唑啉配体结合可实现高催化性能,在有氧条件下,氮杂环丁酮与吲哚的交叉偶联反应能顺利进行。本催化方法适用于各种α-芳基和脂肪族氨基酸衍生的氮杂环丁酮。此外,在有氧条件下,使用吲哚和苯并呋喃酮可以构建季碳原子。