Journal
SYNLETT
Volume 27, Issue 5, Pages 724-730Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1560770
Keywords
carboaminoxylation; in situ diazotation; aryl radicals; radical cyclization; nitroxides
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Funding
- Westfalische Wilhelms-University
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Cyclizing radical carboaminoxylation of various aryl amines is presented. The aryl diazonium salts in situ generated from the corresponding aryl amines are reduced by tetra-n-butylammonium iodide (TBAI) to give the corresponding aryl radicals. These aryl radicals undergo 5-exo and 6-exo cyclization. Subsequent trapping with TEMPO or various other nitroxides provides the corresponding cyclized carboaminoxylated products in moderate to very good yields.
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