Medicinal Chemistry, Research and Early Development, Oncology R&D, AstraZeneca, Waltham, Massachusetts 02451, United States.
Org Lett. 2020 May 1;22(9):3418-3422. doi: 10.1021/acs.orglett.0c00873. Epub 2020 Apr 20.
In this report, we describe a new photoredox catalyzed 1,4-conjugate addition of -substituted acetic acids to electron-deficient olefins via decarboxylative C-C bond formation. This C-C bond formation occurred under mild conditions enabled by visible light irradiation. This transformation facilitated the synthesis of biologically relevant -substituted heterocyclic structural motifs not readily accessible by other methods. The C-C bond formation protocol was applied to weakly nucleophilic heterocycles such as indoles, indazoles, imidazoles, and cyclic amides to form functionalized drug-like small molecule.
在本报告中，我们描述了一种新的光氧化还原催化的 1,4-共轭加成反应，通过脱羧 C-C 键形成，将 -取代的乙酸与缺电子烯烃反应。这种 C-C 键形成在可见光照射下温和的条件下发生。这种转化促进了生物相关的 -取代杂环结构基序的合成，这些基序不易通过其他方法获得。C-C 键形成的方案适用于弱亲核杂环，如吲哚、吲唑、咪唑和环状酰胺，以形成功能化的类似药物的小分子。
