1195-46-6Relevant articles and documents
Synthesis process of ezutromid
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Paragraph 0034; 0035; 0042; 0043; 0048; 0049, (2019/11/20)
The invention discloses a synthesis process of ezutromid, and relates to the field of drug synthesis. 4-mercaptophenol and an ethyl halide are taken as raw materials, a compound 2 is prepared, then acompound 3 is prepared through nitration, a compound 4 o
The influence of electronic perturbations on the Sulfur-Fluorine Gauche Effect Dedicated to Prof. Dr. Antonio Togni on the occasion of his 60th birthday.
Thiehoff, Christian,Schifferer, Lukas,Daniliuc, Constantin G.,Santschi, Nico,Gilmour, Ryan
supporting information, p. 121 - 126 (2016/01/25)
Herein, a solution phase NMR conformer population analysis is employed to probe the effect of remote electronic perturbations on the conformational equilibria of a series of para-substituted β-fluorosulfides (1), sulfoxides (2) and sulfone derivatives (3). Conformations that allow for stabilizing stereoelectronic (σC-H → σ?C-F) and electrostatic (Fδ-...Sδ+) interactions predominate: this is consistent with the Sulfur-Fluorine Gauche Effect. The molar fractions (χ) of the two possible gauche conformers correlate linearly with the electron-withdrawing aptitude of the para-substituent, rendering the system ideally suited for a Hammett-type analysis. Despite the clear influence that the remote para-substituents have on conformer population, this is superseded by the oxidation state on sulfur (II, IV, VI), where an increased preference for the gauche conformer follows the trend: sulfide sulfone sulfoxide. It is envisaged that this proof of concept in controlling conformer population, either by proximal (oxidation state) or remote tuning (para-substituent), will find application in molecular design.
Chemoselectivity as a delineator of cuprate structure in Catalytic 1,4-Addition of Diorganozinc reagents to michael acceptors
Welker, Matthias,Woodward, Simon,Veiros, Luis F.,Calhorda, Maria Jose
experimental part, p. 5620 - 5629 (2010/07/16)
Reaction of the cyclic thioacetal (RS)2CHCHO [R = 1/2x-(CH 2)3] with HCCCOMe, followed by treatment with TsCl/DABCO (Ts = tosyl, DABCO= 1,4-diazabicyclo[2.2.2]octane) affords the mono-protected 1,4-benzoquinone dithioaceta