1355255-19-4Relevant academic research and scientific papers
ortho-Alkylation of Pyridine N-Oxides with Alkynes by Photocatalysis: Pyridine N-Oxide as a Redox Auxiliary
Markham, Jonathan P.,Wang, Ban,Stevens, Edwin D.,Burris, Stuart C.,Deng, Yongming
, p. 6638 - 6644 (2019)
A photocatalyzed ortho-alkylation of pyridine N-oxide with ynamides and arylacetylenes has been developed, which yields a series of α-(2-pyridinyl) benzyl amides/ketones. Mechanistic studies, including electrochemical studies, radical-trapping experiments, and Stern–Volmer fluorescence quenching studies demonstrate that pyridine N-oxide serves as both a redox auxiliary and radical acceptor to achieve the mild photocatalytic single-electron oxidation of carbon–carbon triple bonds with the generation of a cationic vinyl radical intermediate.
Efficient and Divergent Synthesis of α-Halogenated Amides and Esters by Double Electrophilic Activation of Ynamides
Thilmany, Pierre,Evano, Gwilherm
supporting information, p. 242 - 246 (2019/11/26)
An efficient and modular entry to α-halogenated amides and esters is reported. This reaction is based on an underestimated double electrophilic activation of ynamides sequentially involving highly reactive activated keteniminium and iminium ions. Upon simple reaction with HCl and an electrophilic halogenation reagent in the presence of water or an alcohol, a broad range of ynamides can be transformed, in a highly divergent manner, to α-halo amides and esters with high efficiency and under mild conditions.
Catalytic asymmetric α-chlorination of 3-acyloxazolidin-2-one with a trinary catalytic system
Hamashima, Yoshitaka,Nagi, Tatsuya,Shimizu, Ryo,Tsuchimoto, Teruhisa,Sodeoka, Mikiko
supporting information; scheme or table, p. 3675 - 3678 (2011/09/15)
Direct asymmetric α-chlorination of aryl acetic acid derivatives was achieved with a novel trinary activation system consisting of a catalytic amount of NiCl2/(R)-BINAP, Et3SiOTf, and a tertiary amine base. The reaction smoothly affo
