905138-64-9Relevant academic research and scientific papers
Iridium-catalyzed enantioselective hydroalkynylation via alkene isomerization
Zhang, Wen-Wen,Li, Bi-Jie
supporting information, (2021/05/10)
An iridium-catalyzed enantioselective alkynylation of methylene C–H bonds γ to the amide group is developed. The reaction proceeds through alkene isomerization followed by regioselective hydroalkynylation. This method provides rapid access to a wide range of stereodefined alkynylated compounds in good yields and good enantioselectivities.
Copper-catalyzed oxaziridine-mediated oxidation of C-H bonds
Motiwala, Hashim F.,Guelgeze, Belgin,Aube, Jeffrey
experimental part, p. 7005 - 7022 (2012/10/08)
The highly regio- and chemoselective oxidation of activated C-H bonds has been observed via copper-catalyzed reactions of oxaziridines. The oxidation proceeded with a variety of substrates, primarily comprising allylic and benzylic examples, as well as one example of an otherwise unactivated tertiary C-H bond. The mechanism of the reaction is proposed to involve single-electron transfer to the oxaziridines to generate a copper-bound radical anion, followed by hydrogen atom abstraction and collapse to products, with regeneration of the catalyst by a final single-electron transfer event. The involvement of allylic radical intermediates was supported by a radical-trapping experiment with TEMPO.
Radical Translocation Reactions across Amides. 1,5-Hydrogen-Transfer Reactions of o-Iodobenzamides and N-(o-Iodobenzyl) Amides
Curran, Dennis P.,Liu, Hohgtao
, p. 1377 - 1394 (2007/10/02)
Radicals derived from N,N-disubstituted o-iodobenzamides undergo rapid 1,5-hydrogen-transfer reactions.The regioselectivity of these reactions is coupled to the rotamer population of the starting iodobenzamide, and the products vary with changing amide substituents.Related 1,5-hydrogen-transfer reactions are observed for N-alkyl-N-(o-iodobenzyl)-benzamides and -acetamides.
