225-55-8

Usage

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 2379, 1983 DOI: 10.1016/S0040-4039(00)81930-9

Upstream product

• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 529-23-7 o-aminobenzaldehyde 
• 65038-75-7 Phenyl-{3-[(E)-phenyliminomethyl]-2H-chromen-4-yl}-amine; hydrochloride 
• 446-52-6 2-Fluorobenzaldehyde 
• 90-02-8 salicylaldehyde 
• 105271-79-2 C₁₆H₁₂ClNO 
• 333785-07-2 N-(2-(prop-2-ynyloxy)benzylidene)benzenamine 
• 29978-83-4 o-propargyloxybenzaldehyde 
• 62-53-3 aniline 
• 14063-82-2 4-chloro-2H-chromene-3-carboxaldehyde 
• 87591-57-9 [1-(4-Chloro-2H-chromen-3-yl)-meth-(E)-ylidene]-phenyl-amine 
• 66362-36-5 propargyloxy-2 salicylanilide 
• 65038-75-7 phenyl-[3-(phenylimino-methyl)-2H-chromen-4-yl]-amine; hydrochloride 

Relevant academic research and scientific papers

Methode simple de synthese de la 6H- benzopyranno quinoleine.

A facile synthesis of 6H- benzopyranno quinoline is achieved from propargyloxysalicylanilide (yield 72 percent).Reaction mechanism postulates the attack of triple bond by a nitrilium salt.

A novel strategy for the synthesis of 6H-chromeno [4, 3-b] quinoline by intramolecular Heck cyclization

A novel procedure for the synthesis of various derivatives of 6H-chromeno [4, 3-b] quinolines from intramolecular Heck reaction of 2-chloro-3-(phenoxymethyl) quinolines is described in this study. Intramolecular cyclization of N-alkylated indoles was efficiently investigated as well. The reaction is catalyzed by bis (triphenylphosphine) palladium (II) dichloride in acetonitrile at 80?°C.

Copper-catalyzed formal [3 + 3] annulations of arylketoximes and o-fluorobenzaldehydes: An entry to quinoline compounds

A copper-based catalytic system has been developed to enable efficient cyclization of ketoxime acetates with ofluorobenzaldehydes. This protocol offers an efficient method for the synthesis of substituted quinoline derivatives with a broad range of compatible functionalities. The present system also provides a rapid access to synthetically and pharmaceutically useful quinoline-fused polycycles such as benzo[c]acridines.

Copper-catalyzed intramolecular domino synthesis of 6H-chromeno[4,3-b]quinolines in green condition

A one-pot and efficient copper-catalyzed approach for synthesis of tetracyclic 6H-chromeno[4,3-b]quinolines through the intramolecular domino condensation-aza-Diels-Alder reaction of electron-rich anilines and Opropargylated salicylaldehydes under green conditions has been described.

Copper-Catalyzed Aza-Diels-Alder Reaction and Halogenation: An Approach to Synthesize 7-Halogenated Chromenoquinolines

A new halogenation method to construct halogen-substituted quinoline moieties is described. The Cu-catalyzed intramolecular aza-Diels-Alder reaction and halogenation reaction proceeded smoothly under mild conditions to produce the corresponding 7-chloro-6H-chromeno[4,3-b]quinolines and 7-chloro-6H-thiochromeno[4,3-b]quinolines in satisfactory yields.

A flexible approach to the chromenoquinolines under copper/lewis acid catalysis

The synthesis of chromenoquinolines via cyclization of different substituted anilines or naphthylamine with O-propargylated salicylaldehydes using CuI/La(OTf)as an efficient catalyst in the reflux temperature of acetonitrile is reported. Georg Thieme Verlag Stuttgart ? New York.

Microwave assisted friedlander condensation catalyzed by clay

Clay catalyzed Friedlander condensation of 2-amino arylaldehyde or ketone with carbonyl compounds containing α-methylene group has been achieved in solvent free condition under microwave irradiation to give polycyclic quinoline derivatives.

A NOVEL PHOTOCHEMICAL CYCLISATION OF 4-CHLORO-3-(N-ARYLIMINOMETHYL) (2H)BENZOPYRANS AND BENZOTHIOPYRANS

Photolysis of 4-chloro-3-(N-Aryliminomethyl) (2H)benzopyrans and benzothiopyrans, 1a-g, yielded the respective quinolines 3a-g.