3513-08-4Relevant academic research and scientific papers
Access to thiomorpholin-3-one derivatives: [3 + 3]-cycloadditions of α-chlorohydroxamates and 1,4-dithiane-2,5-diol
He, Zhao-Lin,Chen, Yi,Wang, Xiaohua,Ni, Mingwang,Wang, Gang
, (2019/07/22)
A protocol of [3 + 3]-cycloaddition was proposed for the synthesis of 2H-1,4-thiazin-3(4H)-ones and thiomorpholine-3,5-diones from α-chlorohydroxamates and 1,4-dithiane-2,5-diol. This direct and practical method provides a novel and rapid approach for the
Hypervalent Iodine(III)-Catalyzed Epoxidation of β-Cyanostyrenes
Mangaonkar, Saeesh R.,Singh, Fateh V.
, p. 4473 - 4486 (2019/11/21)
A convenient approach for the synthesis of β-cyanoepoxides is illustrated by iodine(III)-catalyzed epoxidation of electron-deficient β-cyanostyrenes, wherein the active catalytic iodine(III) species was generated in situ. The epoxidation of β-cyanostyrenes was performed using 10 molpercent PhI as precatalyst in the presence of 2.0 equivalents Oxone as an oxidant and 2.4 equivalents of TFA as an additive at room temperature under ultrasonic radiations. The β-cyanoepoxides were isolated in good to excellent yields in a short reaction time.
Ultrasound-assisted rapid synthesis of β-cyanoepoxides using hypervalent iodine reagents
Singh, Fateh V.,Mangaonkar, Saeesh R.,Kole, Priyanka B.
, p. 2169 - 2176 (2018/07/21)
An elegant approach for the rapid synthesis of β-cyanoepoxides 3 by the epoxidation of β-cyanostyrenes 1 with PIDA 2a is described. The epoxidation of β-cyanostyrenes 1 was performed with 1.2 equiv. of PIDA 2a in MeCN-H2O (1:1) at room temperature in ultrasonic bath. The epoxidation reactions were completed in short reaction time and β-cyanoepoxides 3 were isolated in 69–94% yields.
Chemoenzymatic Synthesis of α-Cyano Epoxides by a Tandem-Knoevenagel-Epoxidation Reaction
Yang, Fengjuan,Zhang, Xiaowen,Li, Fengxi,Wang, Zhi,Wang, Lei
, p. 1251 - 1254 (2016/03/16)
An efficient lipase-mediated synthesis of α-cyano epoxides through a tandem-Knoevenagel-epoxidation reaction was explored for the first time. This method provides a green, mild, and convenient route for the synthesis of α-cyano epoxides; moreover, the app
Synthesis, characterization and mass spectrometric fragmentation of gem-dicyanooxiranes derived from benzylidene malononitrile
Gutch,Raza,Malhotra
, p. 243 - 247 (2007/10/03)
Benzylidene Malononitriles react with calcium hypochlorite in carbon tetrachloride at room temperature to afford substituted phenyl-1,1′-dicyanooxiranes, a class of important synthetic intermediates. The structure of these phenyl gem-dicyanooxiranes have
A NOVEL REARRANGEMENT OF THE ADDUCT FROM CS-EPOXIDE AND DIOXAN-2-HYDROPEROXIDE
Harrison, John M.,Inch, Thomas D.
, p. 679 - 682 (2007/10/02)
Under mild conditions, nucleophiles add across the cyanide moiety of CS epoxide rather than opening the ring.With hydroxide ion in peroxide-free aqueous dioxan isomeric amides are obtained.Hydrolysis in peroxide containing dioxan affords a novel rearrangement involving carbon-carbon bond fission of the dioxan.
