Copper-Catalyzed Electrophilic Carbofunctionalization of Alkynes to Highly Functionalized Tetrasubstituted Alkenes

Copper-Catalyzed Electrophilic Carbofunctionalization of Alkynes to Highly Functionalized Tetrasubstituted Alkenes

Copper catalysts enable the electrophilic carbofunctionalization of alkynes with vinyl- and diaryliodonium triflates. The new process forms highly substituted alkenyl triflates from a range of alkynes via a pathway that is opposite to classical carbometalation. The alkenyl triflate products can be e...

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Veröffentlicht in:Journal of the American Chemical Society 2013-04, Vol.135 (14), p.5332-5335
Hauptverfasser: Suero, Marcos G, Bayle, Elliott D, Collins, Beatrice S. L, Gaunt, Matthew J
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemical synthesis
Alkenes - chemistry
Alkynes - chemistry
Catalysis
Copper - chemistry
Molecular Structure
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Zusammenfassung:Copper catalysts enable the electrophilic carbofunctionalization of alkynes with vinyl- and diaryliodonium triflates. The new process forms highly substituted alkenyl triflates from a range of alkynes via a pathway that is opposite to classical carbometalation. The alkenyl triflate products can be elaborated through cross-coupling reactions to generate synthetically useful tetrasubstituted alkenes
ISSN:0002-7863
1520-5126
DOI:10.1021/ja401840j