32175-23-8

Upstream product

• 91-48-5 (E)-2,3-diphenylpropenoic acid 
• 108-95-2 phenol 
• 201230-82-2 carbon monoxide 
• 501-65-5 diphenyl acetylene 
• 6640-19-3 2-phenoxy-1-phenylpropan-1-one 
• 886-38-4 diphenylcyclopropenone 
• 721-04-0 2-phenoxy-1-phenylethanone 
• 36372-16-4 1-(4-bromophenyl)-2-phenoxyethan-1-one 
• 1864-94-4 phenyl formate 
• 106-44-5 p-cresol 

Downstream Products

• 1279110-61-0 C₂₂H₂₆O₂ 
• 1279110-60-9 C₂₃H₂₀O₂ 
• 7476-12-2 phenyl 1,3,3-triphenylprop-2-enyl ketone 

Relevant academic research and scientific papers

Synthesis method of 2-pyrone compound and alpha, beta-unsaturated chain ester compound

The invention provides a synthesis method of a 2-pyrone compound 3 and an alpha, beta-unsaturated chain ester compound 4, and belongs to the technical field of organic synthesis. According to the synthesis method, lignin and cyclopropenone are catalyzed by potassium tert-butoxide to be subjected to [3 + 3] cycloaddition reaction to prepare the 2-pyrone compound. In an organic solvent, potassium tert-butoxide is used as a catalyst, and the lignin compound 1 and the cyclopropenone compound 2 react under a heating condition to obtain a 2-pyrone compound 3; when R is aryl, alpha, beta unsaturated chain ester compounds 4 are also generated; according to the method, the beta-O-4 bond in the lignin model is selectively broken to synthesize the 2-pyrone compound; the used raw materials are simple and easy to obtain, the adopted catalyst is low in price, wide in source, easy to obtain and small in dosage, the reaction conditions are relatively mild, and the product can be obtained at a relatively high yield.

Catalytic [3+3] Annulation of β-Ketoethers and Cyclopropenones via C(sp3)—O/C—C Bond Cleavage under Transition-Metal Free Conditions

The efficient cleavage of carbon-oxygen (C—O) bond is highly important for the transformation of oxygen-rich biomass and industry chemicals. Herein, an efficient [3+3] annulation of β-ketoethers with cyclopropenones in the presence of catalytic base has b

Palladium-Catalyzed C-C Bond Activation of Cyclopropenone: Modular Access to Trisubstituted α,β-Unsaturated Esters and Amides

Strain-driven palladium/N-heterocyclic carbene-catalyzed C-C bond activation of diphenylcyclopropenone (DPC) has been explored for one-step access to trisubstituted α,β-unsaturated esters and amides. The designed transformation works under mild conditions providing exclusively a single stereoisomer. Mechanistic studies support the oxidative addition of the C-C bond of cyclopropenone to in-situ-generated Pd(0) intermediate. We have proved that vinylic hydrogen in the product is coming from phenol/aniline through deuterium-labeling studies. Late-stage functionalization of bioactive molecules such as procaine, estrone, and hymecromone demonstrates the robustness of this protocol.

Palladium-catalyzed hydroesterification of alkynes employing aryl formates without the use of external carbon monoxide

A highly efficient hydroesterification of alkynes employing aryl formates has been developed without the use of external carbon monoxide and at ambient pressure. The reaction in the presence of a palladium-xantphos catalyst system selectively affords α,β-unsaturated esters in good to high yields. Use of an aryl formate is crucial and alkyl formates did not react at all. The hydroesterification of norbornene and terminal alkenes also readily proceeded under similar reaction conditions. A mechanistic study showed that conversion of aryl formates to carbon monoxide and phenol derivatives occurred in the hydroesterification. Xantphos is highly effective as a ligand both in the conversion of aryl formates and the hydroesterification reactions.

Palladium-catalyzed hydrophenoxycarbonylation of internal alkynes by phenol and CO: The use of Zn for the formation of active catalyst

The palladium-catalyzed hydrophenoxycarbonylation of internal alkynes by phenol and carbon monoxide was successfully realized by Pd(OAc)2/dppp catalyst system in the co-presence of Zn dust.