79039-74-0

Upstream product

• 3349-64-2 1-tetralone oxime 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 13141-38-3 2-phenylethynylaniline 

Relevant academic research and scientific papers

Acid-Promoted Intramolecular Decarbonylative Coupling Reactions of Unstrained Ketones: A Modular Approach to Synthesis of Acridines and Diaryl Ketones

Herein, we reported Lewis acid-or Br?nsted acid-promoted intramolecular C(sp2)-C(sp2) bond cleavage and a novel C(sp2)-C(sp2) bond-forming cascade reaction to synthesize the acridine motif. The metal-free oxidation of the alkyne motif generated the in situ ketone group extracted via a decarbonylation reaction. The mechanistic studies revealed that the electrophilic N-iodo species triggered key decarbonylation reactions via consecutive dearomatization/aromatization reactions. In addition, we exploited this acid-promoted C-C bond activation system with internal alkynes to synthesize bis(heteroaryl) ketones.

Br?nsted Acid Catalyzed Addition of Enamides to ortho-Quinone Methide Imines—An Efficient and Highly Enantioselective Synthesis of Chiral Tetrahydroacridines

The direct and highly enantioselective synthesis of tetrahydroacridines was achieved through the phosphoric acid catalyzed addition of enamides to in situ generated ortho-quinone methide imines and subsequent elimination. This novel one-step process constitutes a very efficient, elegant, and selective synthetic approach to valuable N-heterocycles with a 1,4-dihydroquinoline motif. By subsequent highly diastereoselective hydrogenation and N-deprotection the reaction products were easily converted into free hexahydroacridines with a total of three new stereogenic centers.

The first cerium (IV) ammonium nitrate (CAN)-catalyzed friedlaender synthesis of quinolines in ionic liquid

A mild and efficient route for the synthesis of quinolines and polycyclic quinolines utilizing cerium (IV) ammonium nitrate (CAN) as a novel catalyst via Friedlaender annulation in ionic liquid 1-n-butyl-3-methylimidazolium hexafluorophosphate [Bmim][PF6]

Gd(OTf)3-[Bmim][PF6]: A novel and recyclable catalytic system for the synthesis of quinolines

A mild and efficient route for the synthesis of quinolines and polycyclic quinolines utilizing Gadolinium triflate (Gd(OTf)3) as a novel catalyst via Friedlaender annulation in ionic liquid 1-n-butyl-3- methylimidazolium hexafluorophosphate [Bm

An efficient protocol for the Friedlaender quinoline synthesis using the Lewis acidic ionic liquid choline chloride · 2ZnCl2

Lewis acidic ionic liquid choline chloride · 2ZnCl2 is shown to be for the first time an excellent solvent and efficient catalyst for the synthesis of quinolines via Friedlaender annulation under mild conditions.

Preparation of 2,4-Diarylquinolines and Substituted Dihydrobenzacridines by the Condensation of Certain C(α),O-Dilithiooximes with 2-Aminobenzophenones

C(α),O-Dilithiooximes were prepared in an excess of lithium diisopropylamide and condensed with several 2-aminobenzophenones, followed by acid hydrolysis of the oximes to the ketones, which then underwent cyclodehydration to give substituted quinolines or dihydrobenzacridines.