Palladium-catalyzed regioselective synthesis of 2(2′-biphenyl)benzimidazoles through C–H activation

An efficient palladium-catalyzed strategy through C–H bond activation for the synthesis of 2(2 ′ -biphenyl)-benzimidazoles is reported herein. The regioselective C–C bond formation proceeds in a sealed tube via oxidative C–H activation of ortho -directed 2-aryl-benzimidazole to couple with various i...

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Bibliographic Details
Published in:Molecular diversity 2013-11, Vol.17 (4), p.641-649
Main Authors: Chen, Li-Hsun, Wu, Tz-Yi, Paike, Vijaykumar, Sun, Chung-Ming
Format: Article
Language:English
Subjects:
Benzimidazoles - chemical synthesis
Biocatalysts
Biochemistry
Biomedical and Life Sciences
Biomedical research
Catalysis
Full-Length Paper
Life Sciences
Molecular Structure
Natural products
Nuclear Magnetic Resonance, Biomolecular
Organic Chemistry
Palladium - chemistry
Pharmacy
Polymer Sciences
Studies
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Summary:An efficient palladium-catalyzed strategy through C–H bond activation for the synthesis of 2(2 ′ -biphenyl)-benzimidazoles is reported herein. The regioselective C–C bond formation proceeds in a sealed tube via oxidative C–H activation of ortho -directed 2-aryl-benzimidazole to couple with various iodobenzene analogs in high yields. This arylation exhibited high regioselectivity which is able to increase molecular diversity in difficult functionalized positions of parent molecules. This strategy provides a convenient and simple synthesis of biphenyl heterocyclic compounds with high regioselectivity. Graphical Abstract
ISSN:1381-1991
1573-501X
DOI:10.1007/s11030-013-9460-z