Silver-Mediated Trifluoromethoxylation of (Hetero)aryldiazonium Tetrafluoroborates

Here we report a silver-mediated trifluoromethoxylation of (hetero)­aryldiazonium tetrafluoroborates by converting an aromatic amino group into an OCF3 group. This method, which can be considered to be a trifluoromethoxylation variation of the classic Sandmeyer-type reaction, uses readily available...

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Veröffentlicht in:Organic letters 2019-10, Vol.21 (19), p.8003-8007
Hauptverfasser: Yang, Yu-Ming, Yao, Jian-Fei, Yan, Wei, Luo, Zhuangzhu, Tang, Zhen-Yu
Format: Artikel
Sprache:eng
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Zusammenfassung:Here we report a silver-mediated trifluoromethoxylation of (hetero)­aryldiazonium tetrafluoroborates by converting an aromatic amino group into an OCF3 group. This method, which can be considered to be a trifluoromethoxylation variation of the classic Sandmeyer-type reaction, uses readily available aryl and heteroaromatic amines as starting materials and AgOCF3 as trifluoromethoxylating reagents. The broad substrate scope and simple, mild reaction condition made this transformation a valuable method in constructing aryl–OCF3 bonds.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b03000