期刊
ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 9, 期 3, 页码 364-367出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201900617
关键词
arylation; boron; copper; cross-coupling; oxidation
资金
- University of St Andrews
We report the discovery, scope, and limitations of a Cu-mediated sulfonamide N-dealkylation/N-arylation reaction. Specific secondary N-alkyl sulfonamides undergo Cu-mediated oxidative dealkylation followed by N-arylation under Chan-Lam conditions. The reaction is relatively general, allowing the synthesis of a range of N-aryl secondary sulfonamides in good yield. Mechanistic investigations determined the sequence of reaction events as well as the efficiency-limiting events. Limitations in the methodology are also presented.
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