Journal
ACS CATALYSIS
Volume 4, Issue 11, Pages 3820-3823Publisher
AMER CHEMICAL SOC
DOI: 10.1021/cs5012712
Keywords
indole azide; alkyne; ruthenium; porphyrin
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Funding
- Italian MiUR
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An unprecedented reactivity of aryl azides toward alkynes is presented herein. The reaction performed well in the presence of 2 mol % of ruthenium porphyrin catalysts and afforded substituted indoles instead of triazoles. The procedure is particularly appealing for the synthesis of C3-functionalized indoles which bear EWG on the fragment coming from the azide. The method allowed the synthesis of 15 derivatives with yields up to 95%, high regioselectivity, and without requiring the time-consuming prefunctionalization of reagents and the addition of oxidants and/or additives.
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