Title: Soft–Hard Acid–Base‐Controlled C−H Trifluoroethoxylation and Trideuteriomethoxylation of Anilides
Abstract: Abstract Phenyliodinetrifluoroacetate (PIFA)‐mediated dehydrogenative C−H etherification of anilides is reported for the synthesis of ‐OCH 2 CF 3 and ‐OCD 3 incorporated aryl ethers. Nucleophilicity of the added nucleophiles and soft–hard acid–base (SHAB) principle were rationalized to understand those reactions. Anilides and PIFA led to the electrophiles either softer nitrenium ions or harder carbenium ions. The harder nucleophile alcohols exclusively reacted with the carbenium ions to produce aryl ethers.
Publication Year: 2018
Publication Date: 2018-03-02
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 23
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