32508-90-0Relevant academic research and scientific papers
Synthesis of unsymmetrical ketones by applying visible-light benzophenone/nickel dual catalysis for direct benzylic acylation
Krach, Patricia E.,Dewanji, Abhishek,Yuan, Tingting,Rueping, Magnus
supporting information, p. 6082 - 6085 (2020/06/18)
Herein, we report a dual catalytic system for the direct benzylic C-H acylation reaction furnishing a variety of unsymmetrical ketones. A benzophenone-derived photosensitizer combined with a nickel catalyst has been established as the catalytic system. Both acid chlorides and anhydrides are able to acylate the benzylic position of toluene and other methylbenzenes. The method offers a valuable alternative to late transition metal catalyzed C-H acylation reactions.
Oxidative rearrangements of arylalkenes with [hydroxy(tosyloxy)iodo]benzene in 95% methanol: A general, regiospecific synthesis of α-aryl ketones
Justik, Michael W.,Koser, Gerald F.
, p. 6159 - 6163 (2007/10/03)
The treatment of arylalkenes with [hydroxy(tosyloxy)iodo]benzene in 95% methanol affords the corresponding α-aryl ketones. This oxidative rearrangement is general for acyclic and cyclic arylalkenes and permits regioselective syntheses of isomeric α-phenyl ketone pairs.
A simple, user-friendly process for the homologation of aldehydes using tosylhydrazone salts
Aggarwal, Varinder K.,De Vicente, Javier,Pelotier, Beatrice,Holmes, Ian P.,Bonnert, Roger V.
, p. 10327 - 10331 (2007/10/03)
Aldehydes can be homologated to ketones in moderate to good yields using aryldiazomethanes generated in situ from tosylhydrazones. Chiral aldehydes can be employed with almost complete retention of configuration. The tosylhydrazones can also be generated in situ from the corresponding aldehyde leading to a one-pot process for coupling two different carbonyl compounds to give ketones. (C) 2000 Elsevier Science Ltd.
Debenzotriazolylation of α-benzotriazolyl ketones with samarium diiodide
Katritzky, Alan R.,Wang, Junquan,Henderson, Scott A.
, p. 1567 - 1574 (2007/10/03)
Removal of the benzotriazolyl moiety of α-benzotriazolyl ketones by samarium diiodide at room temperature to give the corresponding ketones in good yields is described.
Reaction of Silyl Enol Ethers with Arenediazonium Salts. Part 1. α-Arylation of Ketones
Sakakura, Toshiyasu,Hara, Masayasu,Tanaka, Masato
, p. 283 - 288 (2007/10/02)
α-Arylation of ketones is accomplished by the use of arenediazonium salts as aryl-cation equivalents.The reaction of silyl enol ethers with arenediazonium tetrafluoroborates proceeds in the presence of palladium(0) catalysts and tetraphenylborate anion to give α-aryl ketones in moderate yields.Alternatively, silyl enol ethers smoothly react with arenediazonium tetrafluoroborates in pyridine even without palladium catalysts and tetraphenylborate anion, affording arylated ketones in good yields.A mechanism involving addition of an aryl radical to a silyl enol ether is proposed for the latter process.
THE REACTION OF α,β-EPOXY SULFOXIDES WITH LITHIUM DIMETHYLCUPRATE GIVING ENOLATES: A NOVEL SYNTHESIS OF ALDOLS
Satoh, Tsuyoshi,Sugimoto, Atsushi,Itoh, Masayuki,Yamakawa, Koji
, p. 1083 - 1086 (2007/10/02)
The aldols 5 are synthesized from three components (1-chloroalkyl phenyl sulfoxide 1 and two kinds of carbonyl compounds 2 and 4) through α,β-epoxy sulfoxides 3 using lithium dimethylcuprate as an electron-transfer reagent.
Metallic Nickel-Mediated Synthesis of Ketones by the Reaction of Benzylic, Allylic, Vinylic, and Pentafluorophenyl Halides with Acid Halides
Inaba, Shin-ichi,Rieke, Reuben D.
, p. 1373 - 1381 (2007/10/02)
Metallic nickel was investigated as a convenient coupling reagent for the synthesis of ketones by the reaction of benzylic, allylic, vinylic, and pentafluorophenyl halides with acid halides at 85 deg C in glyme.A variety of benzylic ketones with functional groups including halogen, cyano, methoxycarbonyl, and hydroxycarbonyl groups were prepared in good yields by this method.The reaction was demonstrated to proceed via organonickel halide intermediates formed by the smooth oxidative addition of benzylic and acyl halides to metallic nickel, which were trapped with electron-deficient olefins. (?-Allyl)nickel halides, prepared in situ at 85 deg C from allylic halides and the nickel, also worked for the preparation of ketones.Vinylic and pentafluorophenyl halides but not alkyl halides reacted with acid halides to give the corresponding ketones in moderate yields.
α-Arylation of Ketones via the Reaction of Silyl Enol Ethers with Arenediazonium Salts
Sakakura, Toshiyasu,Hara, Masayasu,Tanaka, Masato
, p. 1545 - 1546 (2007/10/02)
The reaction of the silyl enol ethers of aryl ketones with arenediazonium salts gives α-arylated ketones in good yields under mild conditions.
A THREE COMPONENT KETONE SYNTHESIS FROM A PHENYLTHIOVINYLPHOSPHINE OXIDE
Warren, Stuart,Zaslona, Alex T.
, p. 4167 - 4170 (2007/10/02)
The anion formed by addition of an alkyl-lithium to the vinyl phosphine oxide (4) reacts with aldehydes to give vinyl sulphides, easily hydrolysed to ketones.
