A CONVENIENT ROUTE FROM 1-ALKENES TO TERMINAL ACETYLENES VIA HYDROALUMINATION REACTIONS

Dehydrogenative homocoupling of terminal alkenes on copper surfaces: a route to dienes.

Homocouplings of hydrocarbon groups including alkynyl (sp(1) ), alkyl (sp(3) ), and aryl (sp(2) ) have recently been investigated on surfaces with the interest of fabricating novel carbon nanostructures/nanomaterials and getting fundamental understanding. Investigated herein is the on-surface homocoupling of an alkenyl group which is the last elementary unit of hydrocarbons. Through real-space ...

Direct synthesis of nitroaryl acetylenes from acetylenes and nitroarenes via oxidative nucleophilic substitution of hydrogen.

Acetylenic carbanions add to nitroarenes (dinitrobenzenes, nitropyridines, etc.) to form σH-adducts that are subsequently oxidized by DDQ according to the oxidative nucleophilic substitution of hydrogen (ONSH) pathway to give nitroaryl acetylenes.

Copper(I)-Catalyzed Coupling of Terminal Acetylenes with Aryl or Vinyl Halides Copper(I)-Catalyzed Coupling of Terminal Acetylenes

Allylic sp3 C-H borylation of alkenes via allyl-Pd intermediates: an efficient route to allylboronates.

Palladium catalyzed allylic C-H functionalization was performed using exocyclic alkene substrates. Multi-component synthesis of stereodefined homoallylic alcohols could be performed using a reaction sequence involving allylic C-H borylation and allylation of aldehydes.

Electrophilic monoiodination of terminal alkenes.

An excess of elemental iodine in N,N-dimethylacetamide enables effective 3/iodanylium-de-hydronation of terminal alkenes with 3-iodopropene derivatives and hydrogen iodide formation within minutes at room temperature. The optimal molar ratio of iodine to substrate was decreased to 1 : 1 when hydrogen iodide formed was oxidized on a platinum anode. The electrolytic oxidation recovers iodine as a...