58113-19-2

Upstream product

• 90-02-8 salicylaldehyde 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 

Downstream Products

• 4143-62-8 3',4'-dimethoxyflavone 
• 6344-21-4 3',4'-dimethoxyflavanone 
• 1589534-33-7 3-(3,4-dimethoxyphenyl)-1-phenylbenzofuro[2,3-c]pyridine 
• 1589534-62-2 C₂₅H₂₂O₅ 
• 1638505-36-8 7-hydroxy-9-(3,4-dimethoxyphenyl)-6H-benzo[c]chromen-6-one 
• 120645-73-0 3-(2-hydroxyphenyl)-1-(3,4-dimethoxyphenyl)propan-1-one 
• 98200-86-3 2-(3,4-dimethoxyphenyl)chromane 

Relevant academic research and scientific papers

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.

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.

A novel route to synthesis of flavones from salicylaldehyde and acetophenone derivatives

Convenient, facile, and alternate synthesis of medicinally important flavones is reported. The 2-hydroxychalcones derived from condensation between acetophenones and salicylaldehyde, underwent oxidative cyclization on heating in the presence of catalytic iodine, generating diversified flavones under solvent-free conditions. Eleven compounds have been synthesized in good to excellent yields and their mechanism of formation is described.