27993-43-7Relevant academic research and scientific papers
Photoinduced Remote Functionalisations by Iminyl Radical Promoted C?C and C?H Bond Cleavage Cascades
Dauncey, Elizabeth M.,Morcillo, Sara P.,Douglas, James J.,Sheikh, Nadeem S.,Leonori, Daniele
supporting information, p. 744 - 748 (2017/12/13)
A photoinduced cascade strategy leading to a variety of differentially functionalised nitriles and ketones has been developed. These reactions rely on the oxidative generation of iminyl radicals from simple oximes. Radical transposition by C(sp3)?(sp3) and C(sp3)?H bond cleavage gives access to distal carbon radicals that undergo SH2 functionalisations. These mild, visible-light-mediated procedures can be used for remote fluorination, chlorination, and azidation, and were applied to the modification of bioactive and structurally complex molecules.
Scope and mechanism in palladium-catalyzed isomerizations of highly substituted allylic, homoallylic, and alkenyl alcohols
Larionov, Evgeny,Lin, Luqing,Gune, Laure,Mazet, Clment
supporting information, p. 16882 - 16894 (2015/01/09)
Herein we report the palladium-catalyzed isomerization of highly substituted allylic alcohols and alkenyl alcohols by means of a single catalytic system. The operationally simple reaction protocol is applicable to a broad range of substrates and displays a wide functional group tolerance, and the products are usually isolated in high chemical yield. Experimental and computational mechanistic investigations provide complementary and converging evidence for a chain-walking process consisting of repeated migratory insertion/β-H elimination sequences. Interestingly, the catalyst does not dissociate from the substrate in the isomerization of allylic alcohols, whereas it disengages during the isomerization of alkenyl alcohols when additional substituents are present on the alkyl chain.
