Indium-Catalyzed Reductive Alkylation of Pyrroles with Alkynes and Hydrosilanes: Selective Synthesis of β-Alkylpyrroles

Indium-Catalyzed Reductive Alkylation of Pyrroles with Alkynes and Hydrosilanes: Selective Synthesis of β-Alkylpyrroles

Mixing readily available alkynes, pyrroles, and triethylsilane along with an indium catalyst was found to be an efficient procedure to introduce alkyl groups onto a β-position of pyrroles in a complete regioselective manner. This is the first demonstration of catalytic β-alkylation of pyrroles in a...

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Veröffentlicht in:Organic letters 2009-05, Vol.11 (10), p.2129-2132
Hauptverfasser: Tsuchimoto, Teruhisa, Wagatsuma, Tatsuya, Aoki, Kazuki, Shimotori, Jun
Format: Artikel
Sprache:eng
Schlagworte:
Alkylation
Alkynes - chemistry
Catalysis
Indium - chemistry
Molecular Structure
Pyrroles - chemical synthesis
Pyrroles - chemistry
Silanes - chemistry
Stereoisomerism
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Zusammenfassung:Mixing readily available alkynes, pyrroles, and triethylsilane along with an indium catalyst was found to be an efficient procedure to introduce alkyl groups onto a β-position of pyrroles in a complete regioselective manner. This is the first demonstration of catalytic β-alkylation of pyrroles in a single step.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol900651u