Abstract
An efficient procedure for the synthesis of the azocinoACHTUNGTRENUNG[5,4- b]indole framework is presented, relying on a cationic gold-catalyzed intramolecular alkyne hydroarylation of propargylic amides derived from various tryptamines and 3-substituted 2- propynoic acids. The triphenylphosphinegold(I) chloride/silver(I) triflate catalytic system was found to be superior to our previously described mercury( II) triflate catalyst, and hence the substrate scope of the process was significantly expanded.
Original language | English |
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Pages (from-to) | 2841-2848 |
Number of pages | 8 |
Journal | Advanced Synthesis and Catalysis |
Volume | 354 |
Issue number | 14-15 |
DOIs | |
Publication status | Published - Oct 8 2012 |
Externally published | Yes |
Keywords
- C-C coupling
- Cyclization
- Gold catalysis
- Medium-ring compounds
- Nitrogen heterocycles
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry