74737-94-3Relevant academic research and scientific papers
Chemistry of Novel Compounds with Multifunctional Carbon Structure. 5. Molecular Design of Versatile Building Blocks for Aliphatic Monofluoro Molecules by Manipulation of Multifunctional Carbon Structure
Takeuchi, Yoshio,Nagata, Kazuhiro,Koizumi, Toru
, p. 5453 - 5459 (2007/10/02)
Three kinds of doubly functionalized monofluoromethylene fragments, 1-fluoro-1-nitro-1-(phenylsulfonyl)alkanes (10), 2-fluoro-2-(phenylsulfonyl)alkanoic esters (11), and 2-fluoro-2-nitroalkanoic esters (12), potentially versatile building blocks for the general synthesis of various aliphatic monofluoro molecules, were prepared from the corresponding difunctional compounds 1-3 by monoalkylation (R) and selective fluorinations.The interconversion or reductive removal of each functional group in 10-12 followed by the introduction of the second alkyl groups (R') at the fluorine-bearing carbon atom was examined.Compounds 12 proved to be useful and practical building blocks for conversions to the various monofluoroalkanes 20-26.
A NEW METHOD FOR THE SYNTHESIS OF SECONDARY α-NITRO SULPHONES
El-Khawaga, Ahmed M.,Ismail, Mohamed T.,Abdel-Wahab, Aboel-Magd A.
, p. 235 - 238 (2007/10/02)
Nitro(phenylsulphonyl)methane was preferentially C-alkylated by different alkyl halides using the PTC technique to produce secondary α-nitro sulphones (2-9) in good yield (65-75percent).
α-NITRO SULFONES. 2. CONVENIENT NEW SYNTHESIS AND SELECTED FUNCTIONAL GROUP TRANSFORMATIONS
Wade, Peter A.,Hinney, Harry R.,Amin, Nayan V.,Vail, Peter D.,Morrow, Scott D.,et al.
, p. 765 - 770 (2007/10/02)
(Phenylsulfonyl)nitromethane (1) is preferentially C-alkylated by benzylic halides and primary alkyl iodides, affording secondary α-nitro sulfone products. α-Nitro sulfones are also obtained from the corresponding C-alkylation of allylic acetates in the presence of catalytic tetrakis(triphenylphosphine)palladium.The palladium(0)-catalyzed reaction is stereospecific for geranyl and neryl acetates and is also regioselective.Desulfonation of α-nitro sulfones is readily accomplished by light-induced reduction with 1-benzyl-1,4-dihydronicotinamide (BNAH).Reduction of secondary α-nitro sulfones with 20percent aqueous titanium(III) chloride affords nitriles.Oxidation with alkaline permanganate affords carboxylic acids.
C-Alkylation Reactions of Phenylsulfonylnitromethane. A Convenient New α-Nitro-sulfone Synthesis
Wade, Peter A.,Morrow, Scott D.,Hardinger, Steven A.,Saft, Mallory S.,Hinney, Harry R.
, p. 287 - 288 (2007/10/02)
Phenylsulfonylnitromethane (1) is C-alkylated by benzylic halides and primary alkyl iodides affording α-nitro-sulfones in 43-75percent yield; α-nitro-sulfones (83-90percent yield) are also obtained from the corresponding C-alkylation of allylic acetates i
