817186-42-8

Basic information

• Product Name: 3-phenylethynylfuran-2-carboxaldehyde
• Synonyms: 3-phenylethynylfuran-2-carboxaldehyde
• CAS NO: 817186-42-8
• Molecular Weight: 196.205
• Mol File: 817186-42-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3-phenylethynylfuran-2-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenylethynylfuran-2-carboxaldehyde(817186-42-8)
• EPA Substance Registry System: 3-phenylethynylfuran-2-carboxaldehyde(817186-42-8)

Safety Data

• Hazardous Substances Data: 817186-42-8(Hazardous Substances Data)

Upstream product

• 14757-78-9 3-bromofurfural 
• 536-74-3 phenylacetylene 

Relevant articles and documents

Self-Relay Gold(I)-Catalyzed Pictet-Spengler/Cyclization Cascade Reaction for the Rapid Elaboration of Pentacyclic Indole Derivatives

Gold-catalyzed cascade reactions allow the rapid elaboration of pentacyclic indolo[2,3-a]quinolizidines from N-allyl tryptamines and ortho-alkynylarylaldehydes. The tandem process combines a gold-catalyzed Pictet-Spengler reaction and a cyclization occurring concomitantly with an allyl transfer from the nitrogen atom to the stilbene function. Various substituted allyls were successfully transferred, furnishing the products in yields typically ranging from 60-98 % in high diastereoselectivity. Tryptamines bearing a butenol chain undergo an additional cyclization to chiral hemiaminals in high diastereoselectivities. Going for gold! Gold-catalyzed cascade reactions allow the rapid elaboration of pentacyclic indolo[2,3-a]quinolizidines from N-allyl tryptamines and ortho-alkynylarylaldehydes (see scheme). The tandem process combines a gold-catalyzed Pictet-Spengler reaction and a cyclization occurring concomitantly with an allyl transfer from the nitrogen atom to the stilbene function.

Radical Cascade Cyclization: Reaction of 1,6-Enynes with Aryl Radicals by Electron Catalysis

The radical cascade cyclization of various 1,6-enynes with aryl radicals by electron catalysis under metal-free reaction conditions was explored. Readily available anilines were used as radical precursors, and the reactions proceeded in the absence of any transition metal. These cascades comprise three C–C bond formations, which provide polycyclic structures with extended π-systems. The photophysical properties of some of these novel compounds were investigated, and a plausible reaction mechanism is proposed.