Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 359, Issue 11, Pages 1837-1843Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201700249
Keywords
Cycloaddition; dipoles; gold; nitrogen heterocycles; nucleophilic nitrenoids
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Funding
- University of Birmingham (UoB)
- UoB
- EC
- Centre for Chemical and Materials Analysis in the School of Chemistry at UoB
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A general redox-neutral approach into the o-,o'-heteroatom-linked N-(hetero) aryl-imidazole family of heteroaromatics has been developed. New types of heteroatom substituted carbimidoyl nitrenoids are efficiently realised from robust, bench-stable N-(heteroaryl)-pyridinium-N-aminides by formal gold-catalysed [3+2]-dipolar cycloadditions across ynamides. Broad structural variety and functional group tolerance allows rapid access into diverse functionalised scaffolds, as exemplified by the preparation of 8 different heteroaromatic cores.
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