919481-49-5

Upstream product

• 873-73-4 4-n-chlorophenylacetylene 
• 7154-66-7 2-bromobenzoic acid chloride 
• 6630-33-7 ortho-bromobenzaldehyde 

Downstream Products

• 1169867-62-2 (Z)-1-(2-bromophenyl)-3-(4-chlorophenyl)-3-(3-methoxyanilino)prop-2-en-1-one 
• 1169867-63-3 (Z)-1-(2-bromophenyl)-3-(4-chlorophenyl)-3-(4-toluidino)prop-2-en-1-one 
• 1169867-64-4 (Z)-1-(2-bromophenyl)-3-(4-chlorophenyl)-3-(4-fluoroanilino)prop-2-en-1-one 
• 1203669-38-8 2-(4-chloro-phenyl)-1-phenylquinolin-4(1H)-one 
• 10420-75-4 4'-chloroflavone 

Relevant academic research and scientific papers

Selective Insertion of Alkynes into C-C σ Bonds of Indolin-2-ones: Transition-Metal-Free Ring Expansion Reactions to Seven-Membered-Ring Benzolactams or Chromone Derivatives

An unprecedented ring expansion reaction of indolin-2-ones with alkynyl ketones under transition-metal-free conditions has been developed. Base-promoted selective cleavage of a C-C σ bond of the amide is the key in this process, which provides a straightf

Synthesis of 3-[(4-Nitrophenyl)thio]-Substituted 4-Methylene-1-pyrrolines from N-Propargylic β-Enaminones

A facile and efficient method for the synthesis of 3-[(4-nitrophenyl)thio]-substituted 4-methylene-1-pyrrolines is described. When treated with 4-nitrobenzenesulfenyl chloride in refluxing acetonitrile, N-propargylic β-enaminones produced α-sulfenylated N

A Cascade Reaction of Michael Addition and Truce-Smiles Rearrangement to Synthesize Trisubstituted 4-Quinolone Derivatives

A novel transition-metal-free cascade reaction to synthesize 4-quinolone derivatives has been demonstrated. Michael addition and Truce-Smiles rearrangement are included in this protocol, providing a broad scope of 4-quinolones in moderate-to-excellent yields. This work serves as an example of the use of sulfonamides through Truce-Smiles rearrangement to build heterocyclic compounds under mild conditions.

Base-mediated insertion reaction of alkynes into carbon-carbon σ-bonds of ethanones: synthesis of hydroxydienone and chromone derivatives

Transition-metal free insertions of alkynes into carbon-carbon σ-bonds of ethanones have been reported. These tandem reactions offer an efficient synthesis of hydroxydienones and multi-substituted chromones. This is the first example of base-promoted insertion reactions of isolated carbon-carbon triple bonds into carbon-carbon σ-bonds with active methylene compounds bearing only one electron-withdrawing group.

Base-Promoted Tandem Reaction towards Conjugated Dienone or Chromone Derivatives with a Cyano Group: Insertion of Alkynes into C–C σ-Bonds of 3-Oxopropanenitriles

Base-promoted insertion reactions of alkynes into the C–C σ-bonds of α-cyano ketones were established to construct highly functionalized conjugated olefins or chromone derivatives via transition metal-free tandem reactions. These reactions are initialized through the nucleophilic attack of α-cyano ketones to alkynones followed by intramolecular nucleophilic addition/ring-opening to furnish the cyano-containing alkenes. In the cases of alkynones bearing an ortho-halide-substituted aryl ring, a further C–O bond coupling reaction occurs to afford chromone derivatives in good to high yields. Various alkynones bearing alkyl or aryl substituents were compatible in the reaction. This reaction has the potential to become a general synthetic protocol for the preparation of cyano-substituted olefins and chromones due to the abundance of easily accessible starting materials possessing diverse substituent groups. (Figure presented.).

Insertion of Isolated Alkynes into Carbon–Carbon σ-Bonds of Unstrained Cyclic β-Ketoesters via Transition-Metal-Free Tandem Reactions: Synthesis of Medium-Sized Ring Compounds

The transition-metal-free insertion of isolated alkynes into carbon–carbon σ-bonds of unstrained cyclic β-dicarbonyl compounds has been reported. These tandem reactions offer an efficient synthesis of medium-sized ring or fused-ring compounds through ring expansion. The methodology has the potential to be widely used throughout organic synthesis due to the easily accessible starting materials and mild reaction conditions.

Gold-Catalyzed Oxidation/C?H Functionalization of Ynones: Efficient and Rapid Access to Functionalized Polycyclic Salicyl Ketones

An efficient strategy to construct salicyl ketones through gold-catalyzed oxidation/C?H functionalization of ynones is reported. A variety of functionalized salicyl ketones are readily accessed by utilizing this non-diazo approach, thus providing a viable

Base-Promoted Tandem Reaction Involving Insertion into Carbon–Carbon σ-Bonds: Synthesis of Xanthone and Chromone Derivatives

Tandem reactions using base-promoted processes have been developed for the synthesis of xanthone and chromone derivatives. The first examples of base-promoted insertion reactions of isolated carbon–carbon triple bonds into carbon–carbon σ-bonds have been reported. Using these approaches, polycyclic structures can be prepared. This reaction has the potential to become a general synthetic protocol for the preparation of multi-substituted xanthones and chromones due to the abundance of easily accessible starting materials possessing diverse substituent groups.

Palladium-catalyzed tandem amination reaction for the synthesis of 4-quinolones

(Figure presented) An efficient palladium-catalyzed tandem amlnatlon approach was developed In one step to afford functlonallzed 4-qulnolones In good to excellent ylelds from easlly accessible o-haloaryl acetylenlc ketones and primary amines.

1,2-Disubstituted 4-quinolones via copper-catalyzed cyclization of 1-(2-halophenyl)-2-en-3-amin-1-ones

1,2-Disubstituted 4-quinolones have been prepared via copper-catalyzed heterocyclization of 1-(2-bromophenyl)- and 1-(2-chlorophenyl)-2-en-3-amin-1- ones, readily obtained from α,β-ynones and primary amines. The reaction tolerates a variety of useful functionalities including ester, keto, cyano, and chloro substituents. Quinolone derivatives can also be prepared via a sequential process from α,β-ynones and primary amines, omitting the isolation of the 1-(2-halophenyl)-2-en-3-amin-1-one intermediates. Georg Thieme Verlag Stuttgart.