246525-75-7Relevant academic research and scientific papers
Application of organolithium and related reagents in synthesis, Part 24.1 Synthetic strategies based on aromatic metallation. A concise regiospecific conversion of benzoic acids into 2-(1-aryl-2-methoxycarbonylethyl)benzoic acids
Epsztajn,Bieniek,Kowalska,Kulikiewicz
, p. 1603 - 1607 (2000)
The synthesis of the 3-arylphthalides 3 via metallation (BuLi) of the benzanilides 1 and subsequent reaction of the generated bis-lithiated anilides 2 with aromatic aldehydes is described. Conversion of 3 into the corresponding 2-(1-aryl-2-methoxycarbonylethyl)benzoic acids 4 by treatment with 1-methoxy-1-trimethylosiloxyethene in the presence of titanium tetrachloride, as a way of regiospecific transformation of benzoic acids, is also described.
An efficient synthesis of 3-substituted 3H-isobenzofuran-1-ylidenamines by the reaction of 2-cyanobenzaldehydes with organolithiums and their conversion into isobenzofuran-1(3h)-ones
Kobayashi, Kazuhiro,Matsumoto, Kota,Konishi, Hisatoshi
experimental part, p. 99 - 106 (2011/04/22)
A new and efficient synthesis of 3-substituted 3H-isobenzofuran-1- ylidenamines by the reaction of 2-cyanobenzaldehydes with nucleophiles, such as organolithiums or lithium enolates of t-butyl acetate and N,Ndimethylacetamide, is reported. Some of these products were converted into the corresponding 3-substituted isobenzofuran-1(3H)-ones (phthalides) upon treatment with hydrochloric acid in satisfactory yields. The Japan Institute of Heterocyclic Chemistry.
Conversion of 3-arylphthalides into anthrones with a methylcarbonyl substituent at the C-10 position
Bieniek, Adam,Bartczak, Monika M.,Epsztajn, Jan
scheme or table, p. 151 - 153 (2009/10/15)
The ortho-lithiation of a benzoic acid anilide followed by condensation with an aryl aldehyde gave a 3-arylphthalide. Reductive alkylation with 1-methoxy-1-trimethylsilyloxyethene gave a substituted aromatic carboxylic acid which was cyclised to an anthro
Application of a new solid-phase resin: Benzamide ortho-lithiation and the synthesis of a phthalide library
Garibay, Patrick,Toy, Patrick H.,Hoeg-Jensen, Thomas,Janda, Kim. D.
, p. 1438 - 1440 (2007/10/03)
The utility of new polytetrahydrofuran cross-linked polystyrene resins is demonstrated through the solid-phase synthesis of a phthalide library. The phthalides are synthesized via directed ortho-lithiation of resin bound benzamides and isolated via cyclat
