Nucleophilic Addition of Benzimidazoles to Alkynyl Bromides/Palladium-Catalyzed Intramolecular C–H Vinylation: Synthesis of Benzo[4,5]imidazo[2,1‑a]isoquinolines

Nucleophilic Addition of Benzimidazoles to Alkynyl Bromides/Palladium-Catalyzed Intramolecular C–H Vinylation: Synthesis of Benzo[4,5]imidazo[2,1‑a]isoquinolines

An efficient “one-pot” route for the synthesis of benzo[4,5]imidazo[2,1-a] isoquinolines has been developed via nucleophilic addition of 2-aryl benzimidazoles to alkynyl bromides and subsequent palladium-catalyzed intramolecular C–H vinylation.

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Veröffentlicht in:Journal of organic chemistry 2013-02, Vol.78 (3), p.1242-1248
Hauptverfasser: Peng, Jinsong, Shang, Guoning, Chen, Chunxia, Miao, Zhongshuo, Li, Bin
Format: Artikel
Sprache:eng
Schlagworte:
Alkynes - chemistry
Benzimidazoles - chemical synthesis
Benzimidazoles - chemistry
Bromides - chemistry
Catalysis
Cyclization
Hydrogen Bonding
Isoquinolines - chemical synthesis
Isoquinolines - chemistry
Molecular Structure
Palladium - chemistry
Vinyl Compounds - chemistry
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Zusammenfassung:An efficient “one-pot” route for the synthesis of benzo[4,5]imidazo[2,1-a] isoquinolines has been developed via nucleophilic addition of 2-aryl benzimidazoles to alkynyl bromides and subsequent palladium-catalyzed intramolecular C–H vinylation.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo302471z