23974-78-9Relevant academic research and scientific papers
Acylation of 2-benzylpyridine N-oxides and subsequent in situ [3,3]-sigamatropic rearrangement reaction
Antilla, Jon C.,Jing, Hua-qing,Li, Hong-liang
, (2020/09/22)
An effective method for the acylation of 2-benzylpyridine N-oxides and their fast in situ [3,3]-sigmatropic rearrangement was reported. This transformation has a wide substrate scope under mild conditions, giving moderate to excellent yields. The application for the synthesis of chiral phenyl-2-pyridylmethanol products was briefly explored. Furthermore, an interesting example of tandem substitution and in situ [3,3]-sigamatropic rearrangement of 2-benzylpyridine N-oxide with benzenecarboximidoyl chloride was reported.
Visible-Light-Promoted Copper-Catalyzed Regioselective Benzylation of Pyridine N-Oxides versus Thermal Acylation Reaction with Toluene Derivatives
Kianmehr, Ebrahim,Gholamhosseyni, Maral
, p. 1559 - 1566 (2018/04/20)
Copper-catalyzed visible light mediated direct C–H bond benzylation of pyridine N-oxides with toluene derivatives was accomplished by recent developments in photochemical carbon–carbon bond formation through a photo-induced bond-dissociation strategy. Thi
Synthesis of 2-Substituted Quinolines via Rhodium(III)-Catalyzed C–H Activation of Imidamides and Coupling with Cyclopropanols
Zhou, Xukai,Qi, Zisong,Yu, Songjie,Kong, Lingheng,Li, Yang,Tian, Wan-Fa,Li, Xingwei
, p. 1620 - 1625 (2017/05/22)
An efficient synthesis of 2-substituted quinolines from readily available cyclopropanols and imidamides has been developed, where the cyclopropanol acts as a C3 synthon. With the assistance of a bifunctional imidamide directing group, the reaction occurred via sequential C–H/C–C cleavage and C–C/C–N bond formation. (Figure presented.).
Benzylation of heterocyclic N-oxides via direct oxidative cross-dehydrogenative coupling with toluene derivatives
Wan,Qiao,Sun,Di,Fang,Li,Guo
, p. 10227 - 10232 (2016/12/07)
A novel cross-dehydrogenative coupling (CDC) of heterocyclic N-oxides with toluene derivatives has been discussed, allowing for the facile synthesis of a broad range of structurally diverse C1-benzyl quinoline N-oxides, isoquinoline N-oxides and pyridine N-oxides, including two methylated quinoline N-oxides in particular. This protocol not only extends the application of toluenes in synthetic organic chemistry, but also offers an alternative method to prepare benzylated heterocyclic N-oxides without any metal involved, which is important in medicinal chemistry.
