Abstract
An efficient three-component coupling (TCC) reaction toward a variety of 3-aminoindoline and 3-aminoindole derivatives has been developed. This cascade transformation proceeds via the copper-catalyzed coupling reaction between 2-aminobenzaldehyde, a secondary amine, and an alkyne leading to a propargylamine intermediate which, under the reaction conditions, undergoes cyclization into the indoline core. The latter, upon treatment with a base, smoothly isomerizes into the indole. Alternatively, the indole can directly be synthesized in a one-pot sequential reaction.
Original language | English (US) |
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Pages (from-to) | 961-966 |
Number of pages | 6 |
Journal | Advanced Synthesis and Catalysis |
Volume | 352 |
Issue number | 6 |
DOIs | |
State | Published - Apr 19 2010 |
Externally published | Yes |
Keywords
- 3-aminoindoles
- 3-aminoindolines
- Copper
- Synthetic methods
- Three-component coupling
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry