Journal
ORGANIC LETTERS
Volume 13, Issue 5, Pages 960-963Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol103001k
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- Spanish Ministry of Science and Innovation (MICINN) [CTQ2010-18208]
- Xunta de Galicia [10PXIB2200222PR]
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Arynes react with ethoxyacetylene to afford 2-ethoxyethynylaryl derivatives through a highly chemo- and regioselective formal insertion of the aryne into the C(sp)-O(sp(3)) bond of the alkyne. Computational studies suggest that the reaction does not proceed through a mechanism initiated by the nucleophilic addition of the oxygen atom to the aryne as previously proposed but by the addition of the triple bond of the alkyne to the aryne.
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