Iron‐Catalyzed Ligand‐Free Carbon‐Selenium (or Tellurium) Coupling of Arylboronic Acids with Diselenides and Ditellurides

Abstract

Carbon-selenium and carbon-tellurium cross-couplings of arylboronic acids with diselenides and ditellurides have been catalyzed by iron(0), iron(II) chloride or ironA C H T U N G T R E N N U N G (III) chloride without any ligand and additive in the air. The method yields the corresponding unsymmetrical diorgano monoselenides and monotellurides in good to excellent yields, displays a broad substrate scope, and is simple, convenient, effective, economical and environmentally friendly.

Stereoretentive Reactions at the Anomeric Position: Synthesis of Selenoglycosides

“…Both anomers of the C1 stannanes can be prepared by straightforward manipulations of glycal substrates, affording 1,2‐ cis ‐ and 1,2‐ trans isomers, and both anomers of the 2‐deoxysugars . Methods that promote the formation of C(sp 2 )−Se bonds are well‐established using Ag, Cu, Fe, Ni, and Pd complexes and provide precedent for the reasonable extension of these technologies to the stereoselective synthesis of C(sp 3 )−Se bonds. Investigation into this approach presents an opportunity to fill the knowledge gaps within this underdeveloped area in glycoside synthesis …”

Synthesis of Vinyl Sulfones through Visible Light‐Induced Decarboxylative Sulfonylation of Cinnamic Acids with Disulfides

“…It is well known that diorganyl disulfides which are stable and easy to handle in air, are one of the most important sulfur sources for the introduction of sulfur moieties into organic skeletons, affording the corresponding sulfides in the most of cases. [12] Herein we report the first decarboxylation and oxidative sulfonylation of cinnamic acids with diaryl disulfides catalyzed by a visible-light-induced photocatalyst and aerobic oxidation, proving an efficient and alternative route to vinyl sulfones in good yields under mild conditions (Scheme 1c).…”

FeCl3‐Catalyzed Condensation of 2‐Naphthol and Aldehydes under Solvent‐Free Reaction Conditions: An Efficient and Green Alternative for the Synthesis of 14‐Aryl(Alkyl)‐14‐H‐dibenzo[a, j]xanthenes

“…Recently, our group has reported the wide use of iron as an efficient catalyst in organic synthesis. 23 As a result of our ongoing interest in iron-catalyzed organic reactions, we wish to report the preparation of benzoxanthenes by the FeCl 3 -catalyzed (5 mol%) condensation reaction of 2-naphthol with aldehydes under base-, acid-, ligand-, additive-, and solvent-free reaction conditions (Scheme 1).…”