73172-24-4

Upstream product

• 14063-77-5 (Z)-3-chloro-3-(4-chlorophenyl)acrylaldehyde 
• 28587-05-5 3-dimethylamino-1(4-chloro-phenyl)-2-propen-1-one 
• 99-91-2 para-chloroacetophenone 
• 29805-11-6 1-(4-chlorophenyl)prop-2-yn-1-ol 
• 244625-23-8 (Z)-β-bromo-β-(4-chlorophenyl)acrolein 
• 22959-34-8 1-(4-chlorophenyl)-2-propyn-1-one 

Relevant academic research and scientific papers

Silver(I)-Promoted Radical Sulfonylation of Allyl/Propargyl Alcohols: Efficient Synthesis of γ-Keto Sulfones

An efficient Ag2CO3-promoted sulfonylation of allyl/propargyl alcohols with sodium sulfinates has been developed. The reaction tolerates a wide range of functional groups to deliver γ-keto sulfones in high yields (up to 93 %). Propargyl alcohols furnished trimerization product 1,3,5-triaroylbenzenes in the presence of sodium methanesulfinate under the standard conditions. A mechanism involving a sulfonyl radical was suggested.

Metal-free synthesis of 1,3,5-trisubstituted benzenes by the cyclotrimerization of enaminones or alkynes in water

The cyclotrimerization reactions of enaminones and electron deficient terminal alkynes have been efficiently performed in water in the presence of only a small amount of lactic acid. The reactions led to the green synthesis of a variety of 1,3,5-triacylbenzenes without using any metal as catalyst. Brief investigation on different elaboration of the triacylbenzene product demonstrated the versatile synthetic application of these 1,3,5-triacylbenzenes. This journal is the Partner Organisations 2014.

Facile synthesis of 1,3,5-triaroylbenzenes by direct cyclotrimerization of ketone enolates

Based on the improvement of the synthesis of 1,3,5-triaroylbenzenes, a convenient acid catalytic strategy was carried out and a series of 1,3,5-triaroylbenzenes were synthesized. The reaction temperature effect was investigated, and a mechanism of the cyclotrimerization has been proposed. Copyright Taylor & Francis Group, LLC.

Unexpected behavior of enaminones: Interesting new routes to 1,6-naphthyridines, 2-oxopyrrolidines and pyrano[4,3,2-de][1,6]naphthyridines

Reaction of enaminones 1a-d with 2-Aminoprop-1-ene-1,1,3-tricarbonitrile (2) in the presence of AcOH/NH4OAc afforded 7-Amino-5-oxo-5,6-dihydro-1,6- naphthyridine- 8-carbonitrile derivatives 9a-d. On the other hand, 2-Aminopyrano[4,3,2-de] [1,6]naphthyridi

One-pot synthesis of 1,3,5-tribenzoylbenzenes by three consecutive michael addition reactions of 1-phenyl-2-propyn-1-ones in pressurized hot water in the absence of added catalysts

Cyclotrimerization of 1-phenyl-2-propyn-1-one in pressurized hot water gave 1,3,5-tribenzoylbenzene in one pot in 65% yield after 7min at 200°C, or in 74% yield after 60min at 150°C. The reaction did not take place in the absence of water, and added base promoted the reaction at 250°C, suggesting a mechanism of three-consecutive Michael addition reactions. The reaction rates increased with temperature, but the yield of 1,3,5-tribenzoylbenzene decreased at the expense of formation of acetophenone as a side product at higher temperatures. p-Methyl and p-chloro-substituents on the phenyl ring retarded and enhanced the reaction, respectively. A mechanism involving the enol of benzoylacetaldehyde at a branching point of the pathway leading to 1,3,5-tribenzoylbenzene and acetophenone was suggested.

A new organocatalytic process of cyclotrimerization of acetylenic ketones mediated by 2,4-pentanedione

A new organocatalytic process of cyclotrimerization of the aliphatic and aromatic acetylenic ketones was developed. The reaction catalyzed by DMAP in the presence of 2,4-pentanedione gave 1,3,5-trisubstituted benzenes in almost quantitative yields under very mild conditions. 2,4-Pentanedione was used as a co-catalyst to promote the reaction efficiently, particularly for aliphatic acetylenic ketones. Georg Thieme Verlag Stuttgart.

Cyclotrimerization of Enaminones: An Efficient Method for the Synthesis of 1,3,5-Triaroylbenzenes

An efficient method for the synthesis of 1,3,5-triaroylbenzenes 2a-f by cyclotrimerization of enaminones 1a-f in acetic acid/pyridine (4:1) is illustrated. The structures of the products have been delineated by spectroscopic methods.

Convenient access to 1,3,5-triaroylbenzenes

The unusual transformation of β-aryl-β-haloacroleins into valuable triaroylbenzenes is reported by the first time. The convenient sequence takes advantage on the one step access to triaroylbenzenes. This work establishes that the presence of amine is required for the trimerization procedure since it is involved in the formation of iminium-enamine intermediate A.