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Several modifications of alkynylation reactions are known: In the Arens–van Dorp synthesis the compound ethoxyacetylene [7] is converted to a Grignard reagent and reacted with a ketone, the reaction product is a propargyl alcohol.
The first example of catalytic asymmetric addition of alkynylzinc compounds to aldehydes was reported by KensÅ Soai and co-workers in 1990. In their experiments, chiral amino alcohols (A and B in the figure) and amines (such as C) were used as ligands, and the alkynylzinc reagent was prepared from reaction of alkyne with diethylzinc.
Transition metal alkyne complexes are often formed by the displacement of labile ligands by the alkyne. For example, a variety of cobalt-alkyne complexes arise by the reaction of alkynes with dicobalt octacarbonyl. [2] Co 2 (CO) 8 + R 2 C 2 → (R 2 C 2)Co 2 (CO) 6 + 2 CO. Many alkyne complexes are produced by reduction of metal halides: [3]
The Favorskii reaction is an organic chemistry reaction between an alkyne and a carbonyl group, under basic conditions. The reaction was discovered in the early 1900s by the Russian chemist Alexei Yevgrafovich Favorskii. [1] Favorskii reaction and the possible subsequent rearrangement
Typical route for alkylation of benzene with ethylene and ZSM-5 as a heterogeneous catalyst. Alkylation is a chemical reaction that entails transfer of an alkyl group. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents).
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 Corey–Fuchs reaction, also known as the Ramirez–Corey–Fuchs reaction, is a series of chemical reactions designed to transform an aldehyde into an alkyne. [1] [2] [3] The formation of the 1,1-dibromoolefins via phosphine-dibromomethylenes was originally discovered by Desai, McKelvie and Ramirez. [4]
An alkyne trimerisation is a [2+2+2] cycloaddition reaction in which three alkyne units (C≡C) react to form a benzene ring. The reaction requires a metal catalyst. The process is of historic interest as well as being applicable to organic synthesis. [1] Being a cycloaddition reaction, it has high atom economy.