Borane-catalyzed indole synthesis through intramolecular hydroamination
| Autor: | Ulrich Flörke, Garrit Wicker, Sebastian Tussing, Jan Paradies, Miriam Ohland |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
010405 organic chemistry
Chemistry Nuclear magnetic resonance spectroscopy Reaction intermediate Borane 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Catalysis Inorganic Chemistry chemistry.chemical_compound Yield (chemistry) Intramolecular force Indole synthesis Organic chemistry Hydroamination |
| Zdroj: | Dalton transactions (Cambridge, England : 2003). 46(5) |
| ISSN: | 1477-9234 |
| Popis: | The reaction of 2-alkynyl anilines with catalytic amounts of B(C6F5)3 (5 mol%) resulted in the formation of 2-substituted indoles according to an intramolecular hydroamination in good to excellent yields. Reaction intermediates as well as products were characterized by NMR spectroscopy and by X-ray crystallography. The domino hydroamination/hydrogenation sequence allowed the efficient synthesis of tetrahydroquinoline 8 in good yield. |
| Databáze: | OpenAIRE |
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