Synthesis of 6‑(Trifluoromethyl)phenanthridines via Palladium-Catalyzed Tandem Suzuki/C–H Arylation Reactions

Synthesis of 6‑(Trifluoromethyl)phenanthridines via Palladium-Catalyzed Tandem Suzuki/C–H Arylation Reactions

A palladium-catalyzed tandem Suzuki/C–H arylation reaction of N-aryltrifluoroacetimidoyl chlorides with arylboronic acids has been developed. A variety of 6-(trifluoromethyl)phenanthridines were prepared in moderate to excellent yields from N-(2-bromophenyl)trifluoroacetimidoyl chlorides which can b...

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Veröffentlicht in:Journal of organic chemistry 2013-06, Vol.78 (12), p.6025-6030
Hauptverfasser: Wang, Wen-Ying, Feng, Xia, Hu, Bo-Lun, Deng, Chen-Liang, Zhang, Xing-Guo
Format: Artikel
Sprache:eng
Schlagworte:
Aniline Compounds - chemistry
Boronic Acids - chemistry
Catalysis
Molecular Structure
Palladium - chemistry
Phenanthridines - chemical synthesis
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Zusammenfassung:A palladium-catalyzed tandem Suzuki/C–H arylation reaction of N-aryltrifluoroacetimidoyl chlorides with arylboronic acids has been developed. A variety of 6-(trifluoromethyl)phenanthridines were prepared in moderate to excellent yields from N-(2-bromophenyl)trifluoroacetimidoyl chlorides which can be conveniently prepared from 2-bromoaniline derivatives.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo4007255