26121-45-9Relevant articles and documents
Nickel/Photo-Cocatalyzed C(sp2)-H Allylation of Aldehydes and Formamides
Fan, Pei,Wang, Rui,Wang, Chuan
supporting information, p. 7672 - 7677 (2021/10/12)
Herein we report a nickel/photo-cocatalyzed C(sp2)-H allylation of aldehydes and formamides wherein both allyl acetates and allyl alcohols can be used as the allylating agents. In this reaction, radical-type umpolung of the formyl moiety is enabled by tetrabutylammonium decatungstate as a hydrogen-atom-transfer photocatalyst, whereas nickel serves to cleave the C-O bond of allyl acetates or allyl alcohols. The synergistic effect of these two catalysts provides new access to various β,γ-unsaturated ketones and amides with high selectivities.
Synthesis of α-Arylcarboxylic acid amides from silyl enol ether via migratory Amidation with 2-azido-1,3-dimethylimidazolinium hexafluorophosphate
Kitamura, Mitsuru,Murakami, Kento,Shiratake, Yuichiro,Okauchi, Tatsuo
, p. 691 - 693 (2013/07/26)
α-Arylcarboxylic acid amides were synthesized by reacting silyl enol ethers of aryl ketones and 2-azido-1,3-dimethylimidazolinium hexafluorophosphate (ADMP,1). Silyl enol ethers react with ADMP 1 to give N-(α-arylacyl) guanidines via the migration of aryl groups in enol ethers. The products were transformed to the corresponding α-aryl acetamides by treating with LiAlH4.
Synthesis of allylamides from allyl halides, carbon monoxide, and titanium-nitrogen complexes prepared from molecular nitrogen
Ueda, Kazutaka,Mori, Miwako
, p. 2907 - 2910 (2007/10/03)
4-Phenylbut-3-enamide could be synthesized from corresponding 3-chloroprop-2-enylbenzene, carbon monoxide (1atm), and titanium-nitrogen complexes, prepared from Ti(OiPr)4, Li, TMSCl, and molecular nitrogen (1atm), using a palladium catalyst. The reaction proceeds via transmetalation of the titanium-nitrogen complex to an acylpalladium complex. PtBu3 as a ligand of the palladium catalyst, afforded a good result, and the amounts of Li and TMSCl affected the yield of amide. When the reaction was carried out using a bidentate ligand on the palladium complex under an atmosphere of argon instead of carbon monoxide, an allylamine derivative was obtained.