110388-12-0Relevant academic research and scientific papers
Cobaloxime-Catalyzed Hydroperfluoroalkylation of Electron-Deficient Alkenes with Perfluoroalkyl Halides: Reaction and Mechanism
Hu, Chan-Ming,Qiu, Yao-Ling
, p. 3339 - 3342 (2007/10/02)
Direct hydroperfluoralkylation of electron-deficient alkenes - ethyl acrylates 4, 7, and 8, acrylonitrile (5), and methyl vinyl ketone (6) - with perfluoroalkyl halides RfX (1, X = I; 2, X = Br) in the presence of cobaloxime(III) (3) and zinc gives 1:1 hydroperfluoroalkylation adducts in good yields.This reaction provides a convenient synthesis of β-(perfluoroalkyl)carboxylic esters 9, 12, and 13, nitriles 10, and ketones 11.Details of the reaction including effect of solvent, temperature, and ratio of reagents were examined.The reaction is proposed to proceed via a radical mechanism initiated by low-valent cobalt.
Trialkylborane as an Initiator and Terminator of Free Radical Reactions. Facile Routes to Boron Enolates via α-Carbonyl Radicals and Aldol Reaction of Boron Enolates
Nozaki, Kyoko,Oshima, Koichiro,Utimoto, Kiitiro
, p. 403 - 409 (2007/10/02)
A variety of trialkylborane-induced reactions were examined for the preparation of the α-carbonyl radicals: (1) addition of alkyl radical to methyl vinyl ketone, (2) reduction of α-halo ketone, and (3) intramolecular radical addition to α,β-unsaturated carbonyl moiety.Trialkylborane reacted with α-carbonyl radicals to give boron enolates.The resulting boron enolates were efficiently trapped by carbonyl compounds to give β-hydroxy ketones in good yields.
FACILE ROUTES TO BORON ENOLATES. Et3B-MEDIATED REFORMATSKY TYPE REACTION AND THREE COMPONENTS COUPLING REACTION OF ALKYL IODIDES, METHYL VINYL KETONE, AND CARBONYL COMPOUNDS
Nozaki, Kyoko,Oshima, Koichiro,Utimoto, Kiitiro
, p. 1041 - 1044 (2007/10/02)
Reaction of α-bromoketones with Ph3SnH in the presence of Et3B provides boron enolates which react with carbonyl compounds to give β-hydroxyketones in good yields.Et3B-induced Reformatsky type reaction of α-iodoketones with an aldehyde or ketone proceeds without Ph3SnH.
