1613245-53-6Relevant academic research and scientific papers
Halogen-Bond-Promoted α-C?H Amination of Ethers for the Synthesis of Hemiaminal Ethers
Pan, Zhangjin,Fan, Zhenwei,Lu, Beili,Cheng, Jiajia
, p. 1761 - 1767 (2018)
A simple halogen-bond-promoted α-C?H amination of ether/thioether with a variety of N?H compounds has been accomplished. In the presence of low-cost and readily available perfluorobutyl iodide, a diverse range of hemiaminal ether derivatives, including the valuable hydrazone hemiaminal ethers, were quickly assembled under thermal or visible-light irradiation conditions. Mechanistic studies suggest that a halogen-bond adduct was formed and a radical chain pathway might be operative. Synthetic application of the method has been demonstrated via the preparation of the anti-viral and anti-tumor drug, Tegafur. (Figure presented.).
DDQ-promoted direct C–H amination of ethers with N-alkoxyamides under visible-light irradiation and metal-free conditions
Zhang, Yan,Wang, Lei,Wang, Zhiming,Chen, Wei
, (2019/08/20)
A C(sp3)–N bond forming reaction between N-alkoxyamides and simple ethers has been developed. In the presence of commercially available 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), a variety of N-methoxyamides and ethers undergo this transfor
Transition-metal-assisted radical/radical cross-coupling: A new strategy to the oxidative C(sp3)-H/N-H cross-coupling
Zhou, Liangliang,Tang, Shan,Qi, Xiaotian,Lin, Caitao,Liu, Kun,Liu, Chao,Lan, Yu,Lei, Aiwen
supporting information, p. 3404 - 3407 (2014/07/08)
A transition-metal-assisted oxidative C(sp3)-H/N-H cross-coupling reaction of N-alkoxyamides with aliphatic hydrocarbons is described. During the reaction, nitrogen radicals were generated from the oxidation of N-alkoxyamides. Experiments and DFT calculations revealed that transition-metal catalyst could lower the reactivity of the generated nitrogen radical by the coordination of the transition metal, which allowed the selective radical/radical cross-coupling with the transient sp3 carbon radical to construct C(sp3) - N bonds. Various C(sp3)-H bonds could be transformed into C(sp3)-N bonds through this radical amidation strategy.
