Page "Alkyne" Paragraph 23
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Alkynes undergo diverse cycloaddition reactions.
Most notable is the Diels – Alder reaction with 1, 3-dienes to give 1, 4-cyclohexadienes.
This general reaction has been extensively developed and electrophilic alkynes are especially effective dienophiles.
The " cycloadduct " derived from the addition of alkynes to 2-pyrone eliminates carbon dioxide to give the aromatic compound.
Other specialized cycloadditions include multicomponent reactions such as alkyne trimerisation to give aromatic compounds and the cycloaddition of an alkyne, alkene and carbon monoxide in the Pauson – Khand reaction.
Non-carbon reagents also undergo cyclization, e. g. Azide alkyne Huisgen cycloaddition to give triazoles.
Cycloaddition processes involving alkynes are often catalyzed by metals, e. g. enyne metathesis and alkyne metathesis, which allows the scrambling of carbyne ( RC ) centers:
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