51593-71-6

Upstream product

• 90-02-8 salicylaldehyde 
• 768-03-6 Phenyl vinyl ketone 
• 89-95-2 2-methyl-benzyl alcohol 
• 73179-67-6 2-<(3-phenyl-2-propynyl)oxy>benzaldehyde 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 57543-66-5 2H-chromene-3-carbonitrile 

Downstream Products

• 77479-41-5 C₂₃H₂₀N₂O₃S 
• 95545-96-3 Phenyl-4 5H-benzopyranno<1><3,4-c>pyridine 

Relevant academic research and scientific papers

Pyridinium triflate catalyzed intramolecular alkyne-carbonyl metathesis reaction of O-propargylated 2-hydroxyarylaldehydes

3,5-Dibromopridinium trifluoromethanesulfonate catalyzes the intramolecular alkyne-carbonyl metathesis reaction of a variety of O-propargylated 2-hydroxyarylaldehydes and ketones bearing alkyl, aryl and heteroaryl substituted internal alkynes to provide v

Boron trifluoride–etherate in fluorinated alcohols: A powerful promoter system for intramolecular alkyne–aldehyde metathesis of o-(3-arylpropargyloxy)benzaldehydes

Boron trifluoride–etherate (BF3·OEt2) in 2,2,2‐trifluoroethanol (TFE) was found to be a highly efficient promoter system for the intramolecular alkyne–aldehyde metathesis of o-(3-arylpropargyloxy)benzaldehydes. The reaction produces the corresponding 3-aroyl-2H-chromenes in excellent yields under metal-free conditions.

Barluenga's reagent with HBF4 as an efficient catalyst for alkyne-carbonyl metathesis of unactivated alkynes

Barluenga's reagent (IPy2BF4, Py = pyridine) treated with HBF4 efficiently catalyzes the inter- and intramolecular alkyne-carbonyl metathesis of unactivated alkynes with aldehydes or ketones, most of which proceed at room temperature. This work represents the first catalytic application of the Barluenga's reagent.

Iron-catalyzed synthesis of functionalized 2H-chromenes via intramolecular alkyne-carbonyl metathesis

An iron-catalyzed intramolecular alkyne-aldehyde metathesis strategy of the alkynyl ether of salicylaldehyde derivatives has been developed which works under mild reaction conditions to produce the functionalized 2H-chromene derivatives. This protocol is compatible toward a wide range of functional groups, such as methoxy, fluoro, chloro, bromo, and phenyl groups. This method provides an atom-economical and environmentally friendly approach for the synthesis of a series of substituted 2H-chromenes.

Alkynes as synthetic equivalents to stabilized wittig reagents: Intra- and intermolecular carbonyl olefinations catalyzed by Ag(I), BF3, and HBF4

(Chemical Equation Presented) The first use of cationic silver (AgSbF 4) as a catalyst for intra- and intermolecular alkyne - carbonyl coupling to form conjugated enones is described, and a comparison to corresponding Bronsted acid (HBF4/

Conformationally restricted anti-plasmodial chalcones

Chalcones can exist as Z- or E-isomers and it is generally anticipated that both isomers are equipotent. In order to determine the active isomer of anti-plasmodial chalcones a series of analogues locked in the Z- or the E-form were prepared and evaluated

A convenient general synthesis of 3-substituted 2H-chromene derivatives

Reactions of 2-hydroxybenzaldehydes and 2-hydroxy-1-naphthaldehydes with various activated alkenes under Baylis-Hillman conditions have been shown to proceed with regioselective cyclisation to afford the corresponding 3-substituted chromene derivatives. In some cases competitive dimerisation of the alkene component was observed, and direct dimerisation in the absence of the aldehyde has been explored.

A new approach to the synthesis of chromene derivatives

3-Acetyl-5,6-benzopyran and 3-benzoyl-5,6-benzopyran have been simply prepared by condensation of methylvinyl ketone and phenylvinyl ketone with salicylaldehyde in an aqueous DABCO medium at room temperature.

Synthese du benzoyl-3 chromanol-4 et du benzoyl-3 2H-chromene

Reaction between phenylvinylketone and salicylaldehyde under basic conditions gave a mixture of 3-benzoyl-4-chromanol and 3-benzoyl-2H-chromene.Their structures were determined on the basis of analytical and spectroscopic data.