58225-36-8

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 501-65-5 diphenyl acetylene 
• 6303-59-9 (E)-4-(2-bromo-vinyl)-anisole 
• 136618-41-2 E-2'-p-methoxystyryl iodide 

Relevant academic research and scientific papers

Palladium-catalyzed coupling of two alkynes and an alkenyl iodide: Formation of pentasubstituted fulvenes

(matrix presented) Disubstituted alkynes reacted with alkenyl iodide in the presence of a catalytic amount of Pd(OAc)2 and Ag2CO3 to give pentasubstituted fulvene derivatives in excellent yields. Other Ag salts such as AgNO3, AgBF4, and AgOTf are not effective, whereas a combination of AgNO3 and K2CO3 has a remarkable effect on the formation of fulvene.

Palladium(II)-Catalyzed Oxidative Decarboxylative [2 + 2 + 1] Annulation of Cinnamic Acids with Alkynes: Access to Polysubstituted Pentafulvenes

An unprecedented palladium(II)-catalyzed oxidative decarboxylative [2 + 2 + 1] annulation of cinnamic acids with alkynes has been developed for the synthesis of polysubstituted pentafulvenes. Ag2CO3 and DMSO are essential for the reaction. This protocol features readily available starting materials, a wide substrate scope, and moderate to excellent yields. Moreover, various significant frameworks can be easily obtained from the late-stage transformations of pentafulvenes via oxidation, reduction, and Scholl-type reaction.

Method for synthesizing polysubstituted fulvene compound

The invention discloses a method for synthesizing a polysubstituted fulvene compound. The reaction general formula of the synthesis method is as follows. According to the technical scheme, under the action of a transition metal/oxidant catalytic system, a

Palladium-catalyzed intermolecular three-component coupling of organic halides with alkynes and alkenes: Efficient synthesis of oligoene compounds

The intermolecular three-component coupling of aryl or vinyl halides, diarylacetylenes, and monosubstituted alkenes effectively proceeds in the presence of palladium acetate, lithium chloride, and sodium bicarbonate as catalyst, promoter, and base, respectively, in aqueous DMF or DMSO to produce the corresponding 1,3-butadiene or 1,3,5-hexatriene derivatives. Use of dienyl bromides allows the coupling to afford 1,3,5,7-octatetraenes. Under the present catalytic conditions, fulvene derivatives are also formed efficiently by the 1:2 coupling of vinyl bromides and diarylacetylenes without adding the alkenes.

Palladium-catalyzed reactions of vinyl bromides with disubstituted alkynes: a new synthesis of fulvenes

The palladium-catalyzed reaction of vinylic bromides with disubstituted acetylenes at 100 deg C in the presence of trietylamine produces penta- or hexa-substituted fulvenes in low to moderate yields.Reactions with 3-hexyne under the same conditions usually yield dialkylidenecyclopentenes as products, apparently by rearrangement of the expected fulvenes.Fulvenes formed from the reactions of disubstituted alkynes with Z-2-bromovinyl ethyl ether can be hydrolyzed to produce cyclopentadiene carboxaldehydes.