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Sequential Synthesis of Furans from Alkynes: Successive Ruthenium(II)- and Copper(II)-Catalyzed Processes
- Source :
- Angewandte Chemie, Angewandte Chemie, Wiley-VCH Verlag, 2009, pp.1-5. ⟨10.1002/anie.200805531⟩, Angewandte Chemie, 2009, 48, pp.1-5. ⟨10.1002/anie.200805531⟩
- Publication Year :
- 2009
- Publisher :
- HAL CCSD, 2009.
-
Abstract
- Step in time: 2,5-Disubstituted furans can be prepared from terminal alkynes in one pot using two successive catalytic reactions (see scheme; p-TSA = para-toluenesulfonic acid). First, a 1,3-dienyl alkyl ether is produced by the dimerization of a terminal alkyne and addition of an alcohol catalyzed by [RuCp*(NCMe)(3)][PF(6)]. Then, consecutive hydrolysis and cyclization catalyzed by CuCl(2) provides the 2,5-disubstituted furan.
- Subjects :
- chemistry.chemical_element
Alkyne
Alcohol
010402 general chemistry
01 natural sciences
Medicinal chemistry
Ruthenium
Catalysis
chemistry.chemical_compound
Hydrolysis
Furan
Organic chemistry
Furans
ComputingMilieux_MISCELLANEOUS
chemistry.chemical_classification
010405 organic chemistry
General Medicine
General Chemistry
[CHIM.CATA]Chemical Sciences/Catalysis
Copper
0104 chemical sciences
Alkyl ether
chemistry
Cyclization
Alkynes
Subjects
Details
- Language :
- English
- ISSN :
- 00448249 and 15213757
- Database :
- OpenAIRE
- Journal :
- Angewandte Chemie, Angewandte Chemie, Wiley-VCH Verlag, 2009, pp.1-5. ⟨10.1002/anie.200805531⟩, Angewandte Chemie, 2009, 48, pp.1-5. ⟨10.1002/anie.200805531⟩
- Accession number :
- edsair.doi.dedup.....258348cc7416f70443161f62c25aea86
- Full Text :
- https://doi.org/10.1002/anie.200805531⟩