140455-29-4

Upstream product

• 90-02-8 salicylaldehyde 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 

Downstream Products

• 73110-71-1 2-(3-methoxy-phenyl)-chroman 
• 1443301-68-5 ethyl 2-((2S,3S,4R)-4-(2-(3-methoxyphenyl)-2-oxoethyl)-3-nitrochroman-2-yl)acetate 
• 1443301-90-3 (E)-ethyl 3-(2-((E)-3-(3-methoxyphenyl)-3-oxoprop-1-en-1-yl)phenoxy)acrylate 
• 1638505-33-5 7-hydroxy-9-(3-methoxyphenyl)-6H-benzo[c]chromen-6-one 

Relevant academic research and scientific papers

Development of pyrazoline-based derivatives as aminopeptidase N inhibitors to overcome cancer invasion and metastasis

Aminopeptidase N is considered as a promising anti-tumor target due to its role in tumor invasion, metastasis and angiogenesis. In this report, a new series of pyrazoline-based derivatives were designed, synthesized and evaluated for biological activities

Synthesis of Functionalized Chromene and Chroman Derivatives via Cesium Carbonate Promoted Formal [4 + 2] Annulation of 2′-Hydroxychalcones with Allenoates

A new strategy has been established for the synthesis of functionalized chromene and chroman derivatives via a Cs2CO3-catalyzed domino addition of 2′-hydroxychalcone derivatives with allenoates, which can serve as a general avenue for the construction of multireplaced chromene derivatives. Chemoselectivity of this synthesis was found to depend on substituents on substrates. Good to excellent yields were achieved under simple and mild conditions at room temperature.

Tosylhydrazine mediated conjugate reduction and sequential reductive coupling cyclization: Synthesis of 2-arylchromans

Tosylhydrazine mediated conjugate reduction of 2-hydroxyl chalcones and sequential reductive coupling cyclization is described. This is an unprecedented protocol and an extremely efficient method for a one-pot domino synthesis of 2-arylchromans in good to excellent yields from commercially available, cheap starting materials. More importantly, the two-step reactions can be easily controlled to afford dihydrochalcones or 2-arylchromans by the mole amounts of tosylhydrazine. Furthermore, the operational simplicity of the process and the high functional group tolerance are remarkable.

Synthesis, biological evaluation, and docking of dihydropyrazole sulfonamide containing 2-hydroxyphenyl moiety: A series of novel MMP-2 inhibitors

In this study, we synthesized a series of dihydropyrazole sulfonamide derivatives containing 2-hydroxyphenyl moiety as antitumor agents to target the matrix metalloproteinase-2 (MMP-2). All of the synthesized compounds were examined by bioactivity assays, in which compound 4c turned out as a potential antagonist of MMP-2 along with potent anticancer activity against four tumor cell lines. Structure-activity relationship analysis was also performed to examine how structural changes impacted the bioactivity. Suggested to be caused by the induction of apoptosis, the antitumor mechanism of 4c was further confirmed by PI combining with annexin V-FITC staining assay using flow cytometry analysis. These new findings along with molecular docking observations suggested that compound 4c could be developed as a potential anticancer agent. A series of dihydropyrazole sulfonamide derivatives containing 2-hydroxyphenyl moiety were designed and synthesized as antitumor agent to target the matrix metalloproteinase-2 (MMP-2). All of the synthesized compounds were examined by bioactivity assays, and structure-activity relationship analysis was also performed to discuss how structural changes could impact the bioactivity.

Reaction of ethyl acetoacetate and 2'-hydroxychalcones: Efficient route to 9-aryl-6H-benzo[c]chromen-6-ones

The reaction of ethyl acetoacetate and 2'-hydroxychalcones under atmospheric air to furnish a series of functionalized 6H-benzo[c]chromen-6-ones in moderate yields is reported. The reaction proceeds through trans-esterification, intra-molecular Michael addition, Robinson annulation and oxidative aromatization.

Fc-PIP catalyzed asymmetric synthesis of cis-2,3-dihydrobenzofurans

A highly enantioselective intramolecular Michael addition-Lactonization domino reaction of a range of enon acids catalyzed by nuleophilic organocatalyst (Fc-PIP) was developed, furnishing cis-2,3-dihydrobenzofuran derivatives with excellent enantioselecit

Organocatalyzed michael-michael cascade reaction: Asymmetric synthesis of polysubstituted chromans

An enantioselective cascade Michael-Michael reaction between chalcones enolates and nitromethane catalyzed by a bifunctional thiourea is developed. This reaction provides a mild but efficient approach to chiral benzopyrans bearing three consecutive stereocenters in high yields with excellent stereoselectivities, and the benzopyrans can be easily transformed to the corresponding tricyclic product.

An efficient synthesis of flavans from salicylaldehyde and acetophenone derivatives

An efficient total synthesis of flavans from the reactions of salicylaldehyde and acetophenone derivatives is reported. The synthesis involves preparation of chalcones through an aldol reaction followed by reduction of both the double bond and the ketone using NaBH4 and an acetic acid mediated cyclization. Methoxy groups on the aromatic rings did not affect significantly the yields of the procedure.