Abstract
The reaction between acetylenes and sulfoxides, studied as a test case for gold-catalyzed intermolecular addition, provides the oxyarylation compounds 3 In good yields. Unpredictably, In all cases a single regioisomer arising from the electrophilic aromatic alkylation at the position adjacent to the sulfur atom Is obtained Instead of the expected Friedel-Crafts regioisomer. A new concerted mechanism based on DFT calculations Is proposed to account for the products In this lntermolecular gold(l)-catalyzed reaction.
Original language | English |
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Pages (from-to) | 4906-4909 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 11 |
Issue number | 21 |
DOIs | |
Publication status | Published - 5 Nov 2009 |
Externally published | Yes |