618-31-5Relevant articles and documents
One-pot synthesis of 3,5-diaryl substituted-1,2,4-oxadiazoles using gem -dibromomethylarenes
Vinaya, Kambappa,Chandrashekara, Ganganahalli K.,Shivaramu, Prasanna D.
, p. 690 - 696 (2019/09/06)
1,2,4-Oxadiazole is one of the most promising heterocyclic ring systems in medicinal chemistry. In the present paper, we report the method for an efficient one-pot synthesis of 3,5-diaryl substituted 1,2,4-oxadiazoles using a two-component reaction of gem-dibromomethylarenes with amidoximes in good yields. In this method, gem-dibromomethylarenes are used as benzoic acid equivalents for the efficient synthesis of aryl-substituted 1,2,4-oxadiazoles. It is anticipated that this methodology will have versatile applications in the practical syntheses of various molecules of both medicinal and material chemistry importance.
Alkyl Halides via Visible Light Mediated Dehalogenation
Rathnayake, Manjula D.,Weaver, Jimmie D.
supporting information, p. 9681 - 9687 (2019/11/28)
Net selective bromination and chlorination of activated C-H bonds can be effected in generally high yield via a simple perhalogenation/dehalogenation sequence. The photochemical reductions require no photocatalyst, relying instead on the formation of an electron donor-acceptor complex of the substrate and reductant, or alternatively autophotocatalysis. Some reactions proceed despite any apparent photon absorption, serving as a cautionary tale for other photochemical reactions involving amines. Mechanistic experiments provide an explanation for this observation.
Copper-Catalyzed Double C(sp3)-Si Coupling of Geminal Dibromides: Ionic-to-Radical Switch in the Reaction Mechanism
Hazrati, Hamideh,Oestreich, Martin
supporting information, p. 5367 - 5369 (2018/09/13)
A method for converting geminal dibromides into 1,1-disilylated alkanes is reported. The reaction is promoted by a copper(I) catalyst generated in situ from CuBr·SMe2 as a precatalyst and 4,4′-di-tert-butyl-2,2′-bipyridine (dtbpy) as a ligand. A Si-B reagent is used as the silicon pronucleophile. It is shown that the two C(sp3)-Si bond-forming events differ in mechanism, with the first being ionic and the second being radical.