96308-30-4Relevant academic research and scientific papers
From Anilines to Aryl Ethers: A Facile, Efficient, and Versatile Synthetic Method Employing Mild Conditions
Wang, Dong-Yu,Yang, Ze-Kun,Wang, Chao,Zhang, Ao,Uchiyama, Masanobu
, p. 3641 - 3645 (2018/03/13)
We have developed a simple and direct method for the synthesis of aryl ethers by reacting alcohols/phenols (ROH) with aryl ammonium salts (ArNMe3+), which are readily prepared from anilines (ArNR′2, R′=H or Me). This reaction proceeds smoothly and rapidly (within a few hours) at room temperature in the presence of a commercially available base, such as KOtBu or KHMDS, and has a broad substrate scope with respect to both ROH and ArNR′2. It is scalable and compatible with a wide range of functional groups.
BrettPhos ligand supported palladium-catalyzed C-O bond formation through an electronic pathway of reductive elimination: Fluoroalkoxylation of activated aryl halides
Rangarajan,Singh, Rajendra,Brahma, Raju,Devi, Kavita,Singh, Rishi Pal,Singh,Prasad, Ashok K.
supporting information, p. 14218 - 14225 (2015/01/09)
We report an unprecedented BrettPhos ligand supported Pd-catalyzed C-O bond-forming reaction of activated aryl halides with primary fluoroalkyl alcohols. We demonstrate that the Phosphine ligand (BrettPhos) possesses the property of altering the mechanistic pathway of reductive elimination from nucleophile to nucleophile. The Pd/BrettPhos catalyst system facilitates the reductive elimination of the oxygen nucleophile through an electronic pathway.
Aromatic Fluoroalkoxylation via Direct Displacement of a Nitro or Fluoro Group
Idoux, John P.,Madenwald, Mark L.,Garcia, Brent S.,Chu, Der-Lun,Gupton, John T.
, p. 1876 - 1878 (2007/10/02)
Nitro- and fluorobenzenes substituted with a range of electron-withdrawing groups readily undergo fluoroalkoxylation via direct displacement of the nitro or fluoro group.A number of compounds, which cannot be usefully prepared by direct displacement of a chloro group and which are otherwise inaccessible, have been synthesized.Yields and reaction conditions are comparable to those reported by other workers for reactions involving strong nucleophiles.
