14385-45-6

Upstream product

• 13146-23-1 copper(I) phenylacetylenide 
• 2689-65-8 5-iodofuran-2-carbaldehyde 
• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 536-74-3 phenylacetylene 
• 7681-65-4 copper(I) iodide 
• 98-01-1 furfural 
• 35133-77-8 2-(2-phenylethynyl)furan 
• 68-12-2 N,N-dimethyl-formamide 
• 637-44-5 phenylpropyolic acid 

Downstream Products

• 126965-19-3 2,2-dimethyl-5-(5-phenylethynyl-2-furfurylidene)-1,3-dioxane-4,6-dione 
• 106240-47-5 5-phenylethynyl-2-furonitrile 
• 126965-23-9 2,2-dimethyl-5-(5-phenylethynyl-2-furfuryl)-1,3-dioxane-4,6-dione 

Relevant academic research and scientific papers

Xantphos-coordinated palladium dithiolates: Highly efficient catalyst for decarboxylative Sonogashira reaction into corresponding alkynes

This work reports Xantphos-coordinated palladium dithiolate complexes as catalysts for decarboxylative Sonogashira coupling reaction of phenyl propiolic acid and 2-butynoic acid with various iodoarenes. These palladium aryl dithiolate complexes were synthesized and characterized by 1H and 31P nuclear magnetic resonance (NMR) spectroscopy, melting point, and elemental analysis (CHNS). Synthetic utility for the reported protocol is explored for the effect of various functional groups on the yield of corresponding heteroaryl alkynes. The current protocol showed excellent catalytic activity towards decarboxylative alkynylation reaction with high turn-over number (TON) up to 105 and turn-over frequency (TOF) up to 104 h?1. The catalyst could be recycled up to six recycles without losing its catalytic activity. The in situ generation of palladium nanoparticles (PdNPs) was observed after the third recycle, and the amount was significant after the sixth recycle, which were confirmed and characterized by powder X-ray diffraction (XRD), scanning electron microscope (SEM), and energy-dispersive X-ray (EDX) analysis and high-resolution transmission electron microscopy (HR-TEM). The catalytic activity of the reaction is attributed to the formation of PdNPs.

Palladium-catalyzed regioselective allylation of five-membered heteroarenes with allyltributylstannane

Palladium-catalyzed allylation reactions of 2-(chloromethyl)thiophenes, 2-(chloromethyl)furans, and N-protected 2-(chloromethyl)-1H-pyrroles with allyltributylstannane were described in this study. This type of allylation reaction regioselectively occurred on the heteroarene rings to produce allylated dearomatization products or allylated heteroarenes with satisfactory yields.

Palladium-catalyzed oxidative cross-coupling between heterocycles and terminal alkynes with low catalyst loading

Direct: With [Pd2(dba)3] as a catalyst, the direct alkynylation of thiophenes bearing a variety of substituents has been accomplished by using terminal alkynes as alkynylating reagents. This protocol is also applicable to other electron-rich aromatic heterocycles. dba=dibenzylidenacetone. Copyright

Facile one-pot coupling - Aminovinylation approach to push - Pull chromophores: Alkyne activation by sonogashira coupling

A straightforward coupling - aminovinylation sequence of terminal alkynes 1, electron-deficient heteroaryl halides 2, and secondary amines 4 furnishes highly solvochromic push-pull chromophores 5 in good yields. Semiempirical calculations (PM3) suggest that the aminovinylation proceeds in a stepwise fashion through a zwitterionic intermediate with a final rate-determining intramolecular protonation. Crucial parameters for the success of the amine addition are the relative LUMO energies and the charge distribution at the Β-alkynyl carbon atom.

Azabicyclic-substituted-heteroaryl compounds for the treatment of disease

The invention provides compounds of Formula I: Azabicyclo-N(R1)—C(═X)—W??Formula I These compounds may be in the form of pharmaceutical salts or compositions, racemic mixtures, or pure enantiomers thereof. The compounds of Formula I are useful

SYNTHESIS AND PROPERTIES OF 5-PHENYLETHYNYLFURAN-2-ALDEHYDE

Phenylethynylation of 5-halofurfurals gives 5-phenylethynylfuran-2-aldehyde which can be converted into the corresponding acid and several of its derivatives with retention of the triple bond.