Formal Transformation of Benzylic Carboxylic Acids to Phenols

Phenols play a crucial role as core structural motifs in natural products and also serve as fundamental building blocks in synthetic chemistry. Apart from the known protocols for the conversion of aryl precursors to phenols (i. e., decarboxylative oxygenation), we report here the efficient synthesis...

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Veröffentlicht in:Chemistry : a European journal 2024-12, Vol.30 (72), p.e202403301-n/a
Hauptverfasser: Lou, Chenhao, Huang, Qiuwei, Lv, Leiyang, Li, Zhiping
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Sprache:eng
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Zusammenfassung:Phenols play a crucial role as core structural motifs in natural products and also serve as fundamental building blocks in synthetic chemistry. Apart from the known protocols for the conversion of aryl precursors to phenols (i. e., decarboxylative oxygenation), we report here the efficient synthesis of phenols from the stable and readily available benzylic carboxylic acids under mild reaction conditions. The photocatalytic conversion of carboxylic acids to peroxides is a crucial step in this strategy, allowing the subsequent C−O bond formation via Hock rearrangement. The synthesis of phenols from the benzylic carboxylic acids is described herein. The photocatalytic conversion of carboxylic acids to peroxides represents a pivotal step in this strategy, facilitating the subsequent C−O bond formation via Hock rearrangement.
ISSN:0947-6539
1521-3765
1521-3765
DOI:10.1002/chem.202403301