138744-94-2Relevant articles and documents
Visible Light Mediated Reductive Cleavage of C-O Bonds Accessing α-Substituted Aryl Ketones
Speckmeier, Elisabeth,Padié, Clément,Zeitler, Kirsten
supporting information, p. 4818 - 4821 (2015/10/12)
C-O σ-bonds in multifaceted benzoin derivatives can be effectively cleaved as acetates using catalytic amounts of [Ru(bpy)3]Cl2 as photoredox catalyst in combination with Hantzsch ester and triethylamine as a sacrificial electron donor. This mild and operationally simple method is applicable to a great variety of substrates. Homo- and cross-benzoins, which are easily accessed by NHC (N-heterocyclic carbene) catalysis, with both electron-withdrawing and electron-donating substituents, including aryl halogenides, can be employed. The deoxygenated counterparts are isolated in good to excellent yields. These broadly accessible, α-substituted (nonsymmetric) aryl ketones are versatilely applicable for further transformations as illustrated by the syntheses of 2-arylbenzofurans.
PIDA/Bu4NBr/KOH-oxidized direct α-acetoxylation of sp 3 C-H bonds adjacent to carbonyl
Liu, Wei-Bing,Chen, Cui,Zhang, Qing,Zhu, Zhi-Bo
experimental part, p. 1823 - 1824 (2012/10/08)
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Chemoselective control of hydrogenation among aromatic carbonyl and benzyl alcohol derivatives using Pd/C(en) catalyst
Hattori, Kazuyuki,Sajiki, Hironao,Hirota, Kosaku
, p. 4817 - 4824 (2007/10/03)
The hydrogenolysis of aromatic ketones and aldehydes quite smoothly give the corresponding methylene compounds via the formation of the intermediary benzyl alcohols in the presence of Pd/C as a catalyst. Therefore, it is extremely difficult to isolate the intermediary benzyl alcohol selectively. This paper describes a mild and chemoselective hydrogenation method of an aromatic carbonyl compound to benzyl alcohol using the 10% Pd/C(en) catalyst and its application to the chemoselective deacetoxylation reaction at the benzylic position in the presence of the benzyl alcohol functionality within the molecule.