Copper-Catalyzed Cross-Coupling Reaction of Organoboron Compounds with Primary Alkyl Halides and Pseudohalides

Copper-Catalyzed Cross-Coupling Reaction of Organoboron Compounds with Primary Alkyl Halides and Pseudohalides

Non‐activated alkyl electrophiles, including alkyl iodides, bromides, tosylates, mesylates, and even chlorides, underwent copper‐catalyzed cross‐coupling with aryl boron compounds and alkyl 9‐BBN reagents (see scheme; 9‐BBN=9‐borabicyclo[3.3.1]nonane). The reactions proceed with practically useful r...

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Veröffentlicht in:Angewandte Chemie International Edition 2011-04, Vol.50 (17), p.3904-3907
Hauptverfasser: Yang, Chu-Ting, Zhang, Zhen-Qi, Liu, Yu-Chen, Liu, Lei
Format: Artikel
Sprache:eng
Schlagworte:
alkyl halides
alkyl pseudohalides
Boron Compounds - chemistry
Catalysis
copper
Copper - chemistry
cross-coupling
Cross-Linking Reagents - chemistry
Halides
Hydrocarbons, Halogenated - chemistry
Molecular Structure
organoboron compounds
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Zusammenfassung:Non‐activated alkyl electrophiles, including alkyl iodides, bromides, tosylates, mesylates, and even chlorides, underwent copper‐catalyzed cross‐coupling with aryl boron compounds and alkyl 9‐BBN reagents (see scheme; 9‐BBN=9‐borabicyclo[3.3.1]nonane). The reactions proceed with practically useful reactivities and thus complement palladium‐ and nickel‐catalyzed Suzuki–Miyaura coupling reactions of alkyl halides.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201008007