79409-00-0Relevant articles and documents
Combined Photoredox and Carbene Catalysis for the Synthesis of α-Amino Ketones from Carboxylic Acids
Liu, Yuxiu,Wang, Qingmin,Wang, Xiaochen,Zhu, Binbing
, p. 2522 - 2531 (2022/02/17)
α-Amino ketone moieties are present in many pharmacologically active molecules, but their synthesis is challenging. Herein, we report a mild, operationally simple method for direct acylation of α-amino C(sp3)-H bonds from carboxylic acids via the merger of carbene and photoredox catalysis. Specifically, cross-coupling reactions between a wide range of carboxylic acids, a class of feedstock chemicals, and readily available N-alkyl anilines by means of single-electron N-heterocyclic carbene catalysis combined with photocatalysis provided access to structurally diverse α-amino ketones. The method features a broad substrate scope and is compatible with a wide array of functional groups. To demonstrate the potential applications of the method, we subjected one of the α-amino ketone products to further transformations.
A photoredox catalyzed radical-radical coupling reaction: Facile access to multi-substituted nitrogen heterocycles
Li, Weipeng,Duan, Yingqian,Zhang, Muliang,Cheng, Jian,Zhu, Chengjian
supporting information, p. 7596 - 7599 (2016/07/06)
Visible light induced photoredox catalysis is an efficient method for radical activation. Herein, we report the photoredox catalysis involving an intramolecular radical-radical coupling reaction that proceeds through a biradical intermediate. This protocol represents a new synthetic route to construct multi-substituted N-heterocycles. Four, five and six-membered N-heterocyclic structures with a quaternary carbon center are accessible under mild conditions.
Construction of indole skeletons by sequential actions of sunlight and rhodium on α-aminoacetophenones
Ishida, Naoki,Necas, David,Shimamoto, Yasuhiro,Murakami, Masahiro
supporting information, p. 1076 - 1078 (2013/09/24)
Indole skeletons were constructed from 2-(N-aryl-N-methylamino) acetophenones by the sequential actions of sunlight and a rhodium catalyst. This method presents an example of the direct use of sunlight in organic synthesis.
