Iron-Catalyzed Photochemical Synthesis of Sulfinamides from Aliphatic Hydrocarbons and Sulfinylamines.

An iron-catalyzed photochemical sulfinamidation of hydrocarbons with -sulfinylamines has been developed. The merger of ligand-to-metal charge transfer (LMCT) of FeCl with hydrogen atom transfer (HAT) process is the key for the generation of alkyl radicals from hydrocarbons, and the resultant alkyl radicals were readily trapped by -sulfinylamines to produce structurally diverse sulfinamides. Contrary to traditional methods that inevitably use sensitive organometallic reagents and prefunctionalized substrates, our approach features simple operation and the wide availability of starting materials.

Radical Phosphorylation of Aliphatic C-H Bonds via Iron Photocatalysis.

The synthesis of tertiary phosphines(III) has been a long-standing challenge in synthetic chemistry because of inevitable issues including harsh conditions, sensitive organometallic reagents, and prefunctionalized substrates in traditional synthesis. Herein, we report a strategically novel C(sp)-H bond phosphorylation that enables the assembly of structurally diverse tertiary phosphines(III) from industrial phosphine(III) sources under mild photocatalytic conditions. The merger of ligand-to-metal charge transfer (LMCT) of FeCl with the hydrogen atom-transfer (HAT) process is the key for the generation of alkyl radicals from hydrocarbons.

Deoxygenative -difluorovinylation of aliphatic alcohols.

An unprecedented deoxygenative -difluorovinylation of aliphatic alcohols using α-trifluoromethyl alkenes is achieved under photocatalytic conditions. Inexpensive PhP acts as an efficient O-atom transfer reagent to facilitate the deoxygenation of alcohols for the generation of reactive alkyl radical species. Remarkable features of this reaction include mild conditions, simple operation and broad scope.