235783-18-3Relevant academic research and scientific papers
CuCl2-Mediated Oxidative Intramolecular α-Arylation of Ketones with Phenolic Nucleophiles via Oxy-Allyl Cation Intermediates
Aota, Yusuke,Kano, Taichi,Maruoka, Keiji,Mochimatsu, Takuto
, p. 3816 - 3819 (2020/10/19)
α-Functionalization of ketones in an umpolung fashion can be achieved by nucleophilic addition to the oxy-allyl cation intermediate. However, applicable carbon nucleophiles are limited to ones with high nucleophilicity. Additionally, introduction of a lea
Enantioselective total synthesis of pinnaic acid and halichlorine
Xu, Shu,Unabara, Daisuke,Uemura, Daisuke,Arimoto, Hirokazu
supporting information, p. 367 - 375 (2014/01/06)
The enantioselective total synthesis of the bioactive marine natural products pinnaic acid and halichlorine is reported in detail. Our total synthesis features the construction of the five-membered ring and C9 and C13 stereogenic centers through a palladium-catalyzed trimethylenemethane [3+2] cyclization; the installation of the nitrogen atom through a regioselective Beckmann rearrangement of a poorly reactive ketone; the stereoselective cyclization of the spiro ring through a four-step, one-pot hydrogenation- cyclization; and efficient connection of the sterically hindered lower chain through a reduced-pressure cross olefin metathesis reaction. Copyright
Hypervalent iodine(III)-induced intramolecular cyclization of α-(aryl)alkyl-β-dicarbonyl compounds: A convenient synthesis of benzannulated and spirobenzannulated compounds
Arisawa,Ramesh,Nakajima,Tohma,Kita
, p. 59 - 65 (2007/10/03)
A novel hypervalent iodine(III)-induced direct intramolecular cyclization of α-(aryl)alkyl-β-dicarbonyl compounds has been described. Both meta- and para-substituted phenol ether derivatives containing acyclic or cyclic 1,3-dicarbonyl moieties at the side chain undergo this reaction in a facile manner. The reactions afford benzannulated and spirobenzannulated compounds that are of biological importance. The reaction is found to be general, mild, and high yielding. The mechanism of the reaction has been shown to involve a cation radical intermediate.
Substituted N-phenoxyethylanilines: preparation and acid-base properties evaluation by fluorescence spectrometry
Autino, Juan C.,Bruzzone, Liliana,Romanelli, Gustavo P.,Jios, Jorge L.,Ancinas, Horacio A.
, p. 292 - 294 (2007/10/03)
Representative substituted N-phenoxyethylanilines were prepared starting on 1-bromo- or 1-iodo-2-phenoxyethanes and anilines in DMSO as the solvent, in mild reaction conditions. The acid dissociation constants of the N-aryl N-(2-aryloxyethyl) ammonium ion
