40025-32-9

Upstream product

• 679799-36-1 trans-1-phenyl-2-nonen-4-yn-1-one 
• 238424-24-3 1-phenyl-2-nonyn-4-one 
• 945844-40-6 C₁₆H₂₂O₂ 
• 1136009-43-2 C₁₅H₁₈O 
• 3777-69-3 2-pentylfuran 
• 629-05-0 n-octyne 
• 98-88-4 benzoyl chloride 
• 56517-81-8 1-phenyl-2-nonyn-1-one 
• 591-50-4 iodobenzene 
• 364765-24-2 1-phenyl-2-nonyn-4-ol 
• 66-25-1 hexanal 
• 10147-11-2 propargyl benzene 
• 693-02-7 hex-1-yne 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 

Relevant academic research and scientific papers

A novel palladium-catalyzed cyclization of β-iodo-β,γ-enones toward 2,5-disubstituted-furans

The use of palladacycle catalyst to the transformation of various (Z)- β-iodo-β,γ-enones into the corresponding 2,5-disubstituted furans in good yields at room temperature was described. The comparison of using other kind of palladium catalysts under the

A convenient method for the preparation of furans by the phosphine- initiated reactions of enynes bearing a carbonyl group

Furans having a double bond at the α-position were obtained by phosphine-initiated cyclization of enynes bearing a carbonyl group at the ene-side in the presence of aldehyde in high yield. The reaction may involve the 1,6-addition of phosphine toward the

A novel palladium-catalyzed tandem dimerization and cyclization of acetylenic ketones. A convenient method for 3,3'-bifurans

Alkynones undergo rearrangement in the presence of Pd(PPh3)4 and triethylamine in tetrahydrofuran at room temperature to give 2,5-substituted furans, but under similar conditions PdCl2(PPh3)2, by a tandem dimerization and cyclization, gives 3,3'-bifurans predominantly.

Characterization of heterogeneous aryl-Pd(ii)-oxo clusters as active species for C-H arylation

C-H arylation with heterogeneous palladium was investigated. The surface oxidation of Pd nanoparticles with a hypervalent iodine reagent, [Ph2I]BF4, resulted in the generation of Pd(ii)-aryl-oxo clusters, which were characterized as the crucial intermediate.

Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans

An efficient synthesis of 2,5-disubstituted furans directly from alkynyl ketones has been developed via tandem gold(i)-catalyzed isomerization of alkynyl ketones to allenyl ketones and cycloisomerization. The key to the success of this chemistry is the use of a biphenyl-2-ylphosphine ligand featuring a critical remote tertiary amino group.

Direct β-arylation of furans with aryl iodides catalyzed by dinuclear palladium complexes

Dinuclear palladium complexes formed by a chelate-bridging ligand showed β-selectivity in the direct arylation of furans with iodoarenes. In contrast, the arylation using PPh3 or bpy as ligands gave α-arylfurans as major products. The arylation

Direct arylation of heteroarenes catalyzed by a palladium-1,10- phenanthroline complex

A new entry in direct arylation of heteroarenes using Pd(OAc)2 and 1,10-phenanthroline as a nitrogen-based ligand is reported. The long induction period observed at the initial stage of the reaction was effectively reduced by modification of th

A general and efficient synthesis of substituted furans and dihydrofurans via gold-catalyzed cyclization of (Z)-2-en-4-yn-1-ols

A highly efficient Au-catalyzed cyclization of (Z)-enynols that proceeds under mild reaction conditions has been developed. This methodology provides rapid access to substituted furans and stereodefined (Z)-5-ylidene-2,5-dihydrofurans in a regioselective

Cationic rhodium(I)/bisphosphane complex-catalyzed isomerization of secondary propargylic alcohols to α,β-enones

We have determined that hydrogenated cationic Rh(I)/bisphosphane complexes are highly active catalysts for the isomerization of secondary propargylic alcohols to α,β-enones. A kinetic resolution of secondary propargylic alcohols proceeded with moderate selectivity with [Rh((R)-BINA-P)]OTf as a catalyst. Mechanistic studies revealed that the isomerization proceeds through intramolecular 1,3- and 1,2-hydrogen migration pathways. The isomerization of propargylic diol derivatives was also investigated, which revealed that 1,4-diketones, furans, and α,β-enones were obtained from 2-butyn-1,4-diol, 1-methoxy-2-butyn-4-ol, and 1-acetoxy-2-butyn-4-ol derivatives, respectively. Furthermore, chemoselectivity of the isomerization of an acetylenic diol was investigated, and preferential oxidation of a propargylic hydroxy group was observed. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

A convenient method for the preparation of α-vinylfurans by phosphine-initiated reactions of various substituted enynes bearing a carbonyl group with aldehydes

α-Vinylfurans were obtained by phosphine-initiated cyclization of various enynes bearing a carbonyl group at the ene end in the presence of various aldehydes, in moderate to high yields. The reaction may consist of 1,6-addition of phosphine to the enynes, ring closure, and Wittig reaction between the ylid resulting from cyclization and an aldehyde. Thus, various aldehydes were able to be used in the reaction. The reaction was influenced greatly by the substituents at the acetylene position (R1) and the α-position of the carbonyl group (R3).