Catalytic Rearrangement of 2‑Alkoxy Diallyl Alcohols: Access to Polysubstituted Cyclopentenones

A catalytic rearrangement of diallyl alcohols comprising a cyclic enol ether has been developed using very mild conditions. Bismuth­(III) triflate was found to be a very active catalyst for the ring rearrangement of a range of tertiary allylic alcohols to efficiently afford polysubstituted cyclopentenones with a high degree of diastereoselectivity

Bi(OTf)₃-Catalyzed Cycloisomerization of Aryl-Allenes

Intramolecular hydroarylation of allenes was achieved under very mild conditions using bismuth(III) triflate as the catalyst. Efficient functionalization of activated and nonactivated aromatic nuclei led to C–C bond formation through a formal Ar–H activation. A tandem bis-hydroarylation of the allene moiety was also developed giving access to various interesting polycyclic structures

Bi(OTf)₃-Catalyzed Cycloisomerization of Aryl-Allenes

Intramolecular hydroarylation of allenes was achieved under very mild conditions using bismuth(III) triflate as the catalyst. Efficient functionalization of activated and nonactivated aromatic nuclei led to C–C bond formation through a formal Ar–H activation. A tandem bis-hydroarylation of the allene moiety was also developed giving access to various interesting polycyclic structures

Cycloisomerization of Allene–Enol Ethers under Bi(OTf)₃ Catalysis

The cycloisomerization of allene–enol ethers under Bi­(OTf)₃ catalysis was developed as a novel “atom-economic” tool for accessing interesting functionalized cyclopentene rings. Bi­(OTf)₃ was shown to promote selectively the activation of the enol ether moiety of the substrate. This catalytic methodology was further extended to the synthesis of dihydrofuran and oxaspirocycle derivatives

Application of Cooperative Iron/Copper Catalysis to a Palladium-Free Borylation of Aryl Bromides with Pinacolborane

A new cooperative copper/iron catalysis for the borylation of various aryl bromides with pinacolborane, at −10 °C, is reported. Use of the toxic, precious metal Pd is avoided. The mechanism of the protodebromination side reaction is discussed