Iron/Copper Co-Catalyzed Synthesis of Vinyl Sulfones from Sulfonyl Hydrazides and Alkyne Derivatives

A new approach to the selective synthesis of (<i>E</i>)-vinyl sulfones has been developed via a Fe/Cu co-catalyzed sulfonylation of arylpropiolic acid or phenylacetylene with sulfonyl hydrazides. A variety of vinyl sulfones have been obtained in moderate to good yields, comparable to the best results reported so far. The inexpensive Fe/Cu co-catalyzed method features a simple experimental procedure and good tolerance of substrate

Dual-Functionalization of Alkynes via Copper-Catalyzed Carbene/Alkyne Metathesis: A Direct Access to the 4‑Carboxyl Quinolines

A copper-catalyzed novel carbene/alkyne metathesis cascade reaction with alkyne-tethered diazo compounds is described. The whole transformation features a dual-functionalization of alkyne to install one CN and one CC bond on each carbon with azide and diazo groups, respectively, in one reaction, which represents a practical synthetic alternative to the multisubstituted 4-carboxyl quinoline derivatives and with most of them in high to excellent yields

Dual-Functionalization of Alkynes via Copper-Catalyzed Carbene/Alkyne Metathesis: A Direct Access to the 4‑Carboxyl Quinolines

A copper-catalyzed novel carbene/alkyne metathesis cascade reaction with alkyne-tethered diazo compounds is described. The whole transformation features a dual-functionalization of alkyne to install one CN and one CC bond on each carbon with azide and diazo groups, respectively, in one reaction, which represents a practical synthetic alternative to the multisubstituted 4-carboxyl quinoline derivatives and with most of them in high to excellent yields

Phosphoric Acid-Mediated Synthesis of Vinyl Sulfones through Decarboxylative Coupling Reactions of Sodium Sulfinates with Phenylpropiolic Acids

A novel phosphoric acid -mediated synthesis of vinyl sulfones through decarboxylative coupling reactions of sodium sulfinates with phenylpropiolic acids is described. This transformation is efficient and environmentally friendly

Stereoselective Intermolecular Nitroaminoxylation of Terminal Aromatic Alkynes: Trapping Alkenyl Radicals by TEMPO

The vinyl radical is one of the most unstable organic radicals. It is demonstrated that a nitro radical attacks phenylacetylene and makes the phenyl ring deconjugated with a double bond so that the resulting vinyl radical may be stabilized by delocalization to the phenyl ring’s π orbital and easily trapped by TEMPO. It is noteworthy that all desired products were obtained in moderate to good yields in an (<i>E</i>)-configuration

Functionalization of Amides via Copper-Catalyzed Oxyalkylation of Vinylarenes and Decarboxylative Alkenylation of sp³ C–H

An efficient protocol was developed to prepare a series of derivatives from amides by copper-catalyzed oxyalkylation of vinylarenes and decarboxylative alkenylation of sp³ C–H. This method is simple, practical, and inexpensive