83144-20-1Relevant academic research and scientific papers
Sequential Knoevenagel reaction/Mislow-Evans rearrangement catalyzed by heterogeneous amine grafted on silica in water, leading to γ-hydroxy- α,β-unsaturated nitrile
Hagiwara, Hisahiro,Isobe, Kohei,Numamae, Ayuko,Hoshi, Takashi,Suzuki, Toshio
, p. 1601 - 1603 (2007/10/03)
γ-Hydroxy-α,β-unsaturated nitrile was obtained by the reaction of α-arylsulfinylacetonitrile with aldehyde in water, which was catalyzed by N,N-diethylaminopropylated silica gel. The overall transformation proceeded via five sequential reactions, 1,2-addi
Catalytic Conversion of β,γ-Unsaturated Esters, Amides and Nitriles into γ-Alkoxy or γ-Hydroxy α,β-Unsaturated Derivatives induced by Persulfate Anion Oxidation of Diphenyl Diselenide
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Bagnoli, Luana,Santi, Claudio
, p. 637 - 639 (2007/10/02)
The reaction of β,γ-unsaturated esters, amides and nitriles with catalytic amounts of diphenyl diselenide and an excess of ammonium persulfate in alcohols or in water affords γ-alkoxy or γ-hydroxy α,β-unsaturated derivatives, respectively, in good yields.
Allylic Rearrangement of Cyanophosphates. III. Reaction of Acyclic Enone Cyanophosphates
Kurihara, Takushi,Miki, Masuo,Santo, Kazunori,Harusawa, Shinya,Yoneda, Ryuji
, p. 4620 - 4628 (2007/10/02)
Boron trifluoride-catalyzed allylic rearrangement of α,β-unsaturated ketone cyanophosphates (2, 6 and 12) gave (Z)-4-diethylphosphonooxy-2-butenenitriles (3, 8 and 13), while α,β-unsaturated aldehyde cyanophosphates (17a-c) afforded (E)-4-diethylphosphonooxy-2-butenenitriles (18a-c) stereoselectively.The stereo- and regioselective reaction of 2 with several kinds of aromatics in the presence of boron trifluoride etherate afforded (Z)-4-aryl-2-methyl-2-butenenitriles (20) via the SN2' reaction.On the other hand, treatment of 2 with 1-substituted indoles in the presence of boron trifluoride etherate gave 1-amino-2-methylcarbazole derivatives (23a-c).Keywords-α,β-unsaturated ketone; α,β-unsaturated aldehyde; cyanophosphate; allylic rearrangement; boron trifluoride etherate; 2-butenenitrile derivative; SN2' reaction; 1-aminocarbazole derivative
