One-pot oxidation of azomethine compounds into arenecarboxylic acids
Aromatic azomethine compounds, such as aldazines 1, aldoximes 7 and tosylhydrazones 8 oxidized with 30% hydrogen peroxide in the presence of poly(bis-1,2-phenylene) diselenide (6) as catalyst produce arenecarboxylic acids 2 mostly in high to excellent yields. The presented one-pot procedure has a synthetic value.
Ruthenium(ii)-catalysed 1,2-selective hydroboration of aldazines
Herein, an efficient and simple catalytic method for the selective and partial reduction of aldazines using ruthenium catalyst [Ru(p-cymene)Cl2]2 (1) has been accomplished. Under mild conditions, aldazines undergo the addition of pinacolborane in the presence of a ruthenium catalyst, which delivered N-boryl-N-benzyl hydrazone products. Notably, the reaction is highly selective, and results in exclusive mono-hydroboration and desymmetrization of symmetrical aldazines. Mechanistic studies indicate the involvement of in situ formed intermediate [{(η6-p-cymene)RuCl}2(μ-H-μ-Cl)] (1a) in this selective hydroboration.
Monohydrocyanation of symmetrical azines using potassium hexacyanoferrate(II) as an environmentally friendly cyanide source
The monohydrocyanation of symmetrical azines to synthesize α-hydrazinonitriles using potassium hexacyanoferrate(II) as cyanide source and benzoyl chloride as a promoter under catalyst-free conditions is described. The advantages of this protocol are the environmentally friendly cyanide source, high yield, and simple work-up procedure. Georg Thieme Verlag Stuttgart New York.
Hu, Xiaochun,Li, Hongbo,Yang, Jingya,Li, Zheng
supporting information
p. 1786 - 1790
(2014/08/05)
The catalytic olefination reaction of aldehydes and ketones with CBr 3CF3
The new approach of catalytic olefination reaction (COR) has been used to convert aromatic and aliphatic aldehydes and ketones to 2-bromo-3,3,3- trifluoroprop-1-enes by the treatment of corresponding hydrazones with CBr 3CF3 under copper(I) catalysis conditions. The reaction proceeds stereoselectively, the target alkenes were obtained in good yields.
Nenajdenko, Valentine G.,Varseev, Georgy N.,Shastin, Alexey V.,Balenkova, Elisabeth S.
p. 907 - 913
(2007/10/03)
A novel direct synthesis of (2,2-difluorovinyl)benzenes from aromatic aldehydes
A novel catalytic approach to (2,2-difluorovinyl)benzenes has been developed. It was found that hydrazones of aromatic aldehydes generated in situ could be converted to the corresponding (2,2-difluorovinyl)benzenes by catalytic olefination reaction (COR) with dibromodifluoromethane in the presence of CuCl.
Nenajdenko, Valentine G.,Varseev, Georgy N.,Korotchenko, Vasily N.,Shastin, Alexey V.,Balenkova, Elisabeth S.
p. 115 - 118
(2007/10/03)
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