Regioselective Synthetic Approach to Higher Alkenes from Lower Alkenes with Sulfoxides in the Fe/HO System Direct Alkylation or Arylation of the Csp-H Bond on the C═C Bond of Alkenes.

The regioselective synthetic approach to higher alkenes from lower alkenes by using sulfoxides as alkyl or aryl reagents in the Fe/HO system has been developed. This reaction realized direct alkylation or arylation of alkenes. In this reaction, sulfoxides afforded one Csp or Csp atom to the C═C bond of alkenes; one new Csp-Csp bond or Csp-Csp bond was formed.

Two C═C Bond Participation in Annulation to Pyridines Based on DMF as the Nonadjacent N and C Atom Donors.

Two C═C bond participation in annulation to pyridines using ,-dimethylformamide (DMF) as the N1 and C4 synthons has been carried out. In this reaction, DMF contributed one N atom and one C atom to two disconnected positions of pyridine ring, with no need for an additional nitrogen source. Two C═C bonds in two molecules of substituted styrenes offered four carbon atoms in the presence of iodine and persulfate.

Metal-Free-Catalyzed Synthesis of Allyl Nitriles via C-C Coupling between Olefins and Azobis (Alkyl-carbonitrile).

The metal-free-catalyzed synthesis of allyl nitriles from C-C coupling between olefins and azobis was carried out. Key on this work was that the synthesis of allyl nitriles directly using olefin as a starting material was considered to be more efficient and economical than the alkyne, alkynyl carboxylic acid, or cinnamic acid used in previous works. Moreover, in this reaction, iodine served as the sole promoter, azobis served as a cyanation reagent, and N was the only nontoxic byproduct that could avoid the utilization of metal catalysts and virulent nitrile reagents and generation of toxic wastes.