Au(I)-catalyzed intramolecular oxidative cyclopropanation of 1,6-enynes derived from propiolamides with diphenyl sulfoxide

Au(I)-catalyzed intramolecular oxidative cyclopropanation of 1,6-enynes derived from propiolamides with diphenyl sulfoxide

We have developed gold(I)-catalyzed oxidative cyclopropanation of 1,6-enynes derived from propiolamides employing diphenyl sulfoxide as an oxidant. 1,6-Enynes having a terminal alkyne and a propiolamide tether efficiently transformed into cyclopropane carboxaldehyde derivatives.

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Veröffentlicht in:Organic & biomolecular chemistry 2013-02, Vol.11 (7), p.1089-1092
Hauptverfasser: Yeom, Hyun-Suk, Shin, Seunghoon
Format: Artikel
Sprache:eng
Schlagworte:
Alkynes - chemistry
Amides - chemistry
Benzene Derivatives - chemistry
Catalysis
Cyclopropanes - chemical synthesis
Cyclopropanes - chemistry
Gold - chemistry
Molecular Structure
Organogold Compounds - chemistry
Oxidation-Reduction
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Zusammenfassung:We have developed gold(I)-catalyzed oxidative cyclopropanation of 1,6-enynes derived from propiolamides employing diphenyl sulfoxide as an oxidant. 1,6-Enynes having a terminal alkyne and a propiolamide tether efficiently transformed into cyclopropane carboxaldehyde derivatives.
ISSN:1477-0520
1477-0539
DOI:10.1039/c2ob27394b