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In organic chemistry, alkynylation is an addition reaction in which a terminal alkyne (−C≡CH) is added to a carbonyl group (C=O) to form an α-alkynyl alcohol (R 2 C(−OH)−C≡C−R).
English: Diagram showing the chemical reaction involving Sonogashira reaction of a phenylalanine derivative with an alkyne. Modified from File:Alkynylation.gif to correct chemical errors. Date
The reaction medium must be basic to neutralize the hydrogen halide produced as the byproduct of this coupling reaction, so alkylamine compounds such as triethylamine and diethylamine are sometimes used as solvents, but also DMF or ether can be used as solvent. Other bases such as potassium carbonate or cesium carbonate are occasionally used.
This alkynylation reaction is enantioselective and involves an alkynylzinc reagent [1] rather than the sodium acetylide used by John Ulric Nef in his 1899 report of the synthetic approach. [ 2 ] [ 3 ] Propargyl alcohols are versatile precursors for the chirally-selective synthesis of natural products and pharmaceutical agents , making this ...
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If SVG files are required, it is recommended that structure diagrams be exported as enhanced metafiles (.emf) which can be read by Inkscape and other image editors. From the "Options" menu, choose "Set Structure Drawing Style" → ACS Style; Draw the structure or reaction diagram; Export the file as PNG or EMF for further processing (see below)
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