Palladium-catalyzed C(sp)-H nitrooxylation of masked alcohols

Palladium-catalyzed C(sp)-H nitrooxylation of masked alcohols

A palladium-catalyzed β-C(sp 3 )-H nitrooxylation of aliphatic alcohols with AgNO 2 is reported. An 8-formylquinoline-derived oxime is installed as an exo -type directing group for sp 3 C-H activation and selectfluor acts as the oxidant. The reaction tolerates a variety of functional groups and show...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-12, Vol.21 (1), p.75-79
Hauptverfasser: Xue, Yuan, Zhou, Ruo-Bing, Luo, Jun, Hu, Bing-Cheng, Liu, Zhong-Quan, Jiang, Chao
Format: Artikel
Sprache:eng
Schlagworte:
Alcohols
Aliphatic alcohols
Catalysis
Functional groups
Molecular Structure
Oxidants
Oxidizing agents
Palladium
Selectivity
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Zusammenfassung:A palladium-catalyzed β-C(sp 3 )-H nitrooxylation of aliphatic alcohols with AgNO 2 is reported. An 8-formylquinoline-derived oxime is installed as an exo -type directing group for sp 3 C-H activation and selectfluor acts as the oxidant. The reaction tolerates a variety of functional groups and shows good selectivity for β-C-H nitrooxylation of alcohols. A palladium-catalyzed β-C(sp 3 )-H nitrooxylation of aliphatic alcohols with AgNO 2 is reported. Various nitrooxylated alcohols could be obtained and converted into 1,2-diol and 1,2-amino alcohol.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob01919a