Abstract
The addition of O- and N-nucleophiles to alkynes catalyzed by a phosphazene base, t-Bu-P4 base, was investigated. Alkynes were easily transformed to enol ethers and enamines in DMSO by the addition of nucleophiles. When phenylacetylene was reacted with diisopropylamine, a unique head-to-head dimerization of phenylacetylene was observed to give the enyne derivative. Terminal proton of phenylacetylene was also catalytically activated by t-Bu-P4 base to generate the acetylide anion which was reacted with carbonyl compounds to give phenylpropargylic alcohol derivatives.
Original language | English |
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Pages (from-to) | 1090-1092 |
Number of pages | 3 |
Journal | Advanced Synthesis and Catalysis |
Volume | 346 |
Issue number | 9-10 |
DOIs | |
Publication status | Published - 2004 Aug |
Keywords
- Alkynes
- Enamines
- Nucleophilic addition
- Organic catalysis
- Phosphazenes
- Propargyl alcohols
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry