1425647-72-8Relevant articles and documents
Transition-Metal-Free Deaminative Vinylation of Alkylamines
Hu, Jiefeng,Cheng, Bo,Yang, Xianyu,Loh, Teck-Peng
supporting information, p. 4902 - 4908 (2019/09/13)
The amino group is one of the most fundamental structural motifs in natural products and synthetic chemicals. However, amines potential as effective alkylating agents in organic synthesis is still problematic. A unified strategy has been established for deaminative vinylation of the alkylamines with vinyl boronic acids by C?N bond activation under catalyst-free conditions. The key to the high reactivity is the utilization of pyridinium salt-activated alkylamines, with a base as a promoter. The transformation exhibits good functional group compatibility, and includes inexpensive primary amine feedstocks and amino acids. The proposed method can serve as a powerful synthetic method for late-stage modification of complex compounds. Mechanistic experiments suggest that free radical processes are involved in this system. (Figure presented.).
Visible-light-induced synthesis of a variety of trifluoromethylated alkenes from potassium vinyltrifluoroborates by photoredox catalysis
Yasu, Yusuke,Koike, Takashi,Akita, Munetaka
supporting information, p. 2037 - 2039 (2013/03/28)
A facile synthesis of trifluoromethylated alkenes by the radical-mediated trifluoromethylation of vinyltrifluoroborates has been developed. Togni's reagent serves as a CF3 radical precursor in the presence of the photoredox catalyst [Ru(bpy)3](PF6)2 under visible light irradiation. This new photocatalytic protocol can be applicable to a wide variety of vinylborates containing electronically diverse substituents and hetero-aromatics. The Royal Society of Chemistry 2013.
