Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 16, Issue 30, Pages 9287-9296Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201000587
Keywords
alkynes; C-C coupling.; C-Cl activation; catalysis; gold
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Funding
- MICINN, Spain [CTQ2008-01784]
- Brooklyn College (US)
- DGA (Spain)
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Propargylamines can be obtained from secondary amines and terminal alkynes in chlorinated solvents by a three- and two-component synthesis catalyzed by gold compounds and nanoparticles (Au-NP) under mild conditions. The use of dichloromethane allows for the activation of two C-Cl bonds and a clean transfer of the methylene fragment to the final product. The scope of the reaction as well as the influence of different gold(III) cycloaurated complexes and salts has been investigated. The involvement of gold nanoparticles generated in situ in the process is discussed and a plausible reaction mechanism is proposed on the basis of the data obtained.
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