Photoredox-Catalyzed Benzylic Esterification via Radical-Polar Crossover

Photoredox-catalyzed C–O bond formation reactions are reported. The decarboxylative esterification reaction allows the conversion of a variety of arylacetic acids into the corresponding benzyl carboxylates. Furthermore, the use of (diacetoxyiodo)­benzene allows the conversion of the benzylic C–H bon...

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Veröffentlicht in:Organic letters 2021-07, Vol.23 (13), p.5113-5117
Hauptverfasser: Maeda, Bumpei, Sakakibara, Yota, Murakami, Kei, Itami, Kenichiro
Format: Artikel
Sprache:eng
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Zusammenfassung:Photoredox-catalyzed C–O bond formation reactions are reported. The decarboxylative esterification reaction allows the conversion of a variety of arylacetic acids into the corresponding benzyl carboxylates. Furthermore, the use of (diacetoxyiodo)­benzene allows the conversion of the benzylic C–H bond through hydrogen atom transfer. The reactions were applied to the divergent transformation of pharmaceuticals via decarboxylative or C–H esterification reactions.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c01645