87514-10-1Relevant academic research and scientific papers
BIARYL PYRAZOLES AS NRF2 REGULATORS
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Page/Page column 505; 506, (2017/08/01)
The present invention relates to biaryl pyrazole compounds, methods of making them, pharmaceutical compositions containing them and their use as NRF2 regulators.
Design, synthesis, and in vitro inhibitory activity toward human leukocyte elastase, cathepsin G, and proteinase 3 of saccharin-derived sulfones and congeners
Groutas, William C.,Epp, Jeffrey B.,Venkataraman, Radhika,Kuang, Rongze,Truong, Tien My,McClenahan, Jerry J.,Prakash, Om
, p. 1393 - 1400 (2007/10/03)
The inhibitory activity toward human leukocyte elastase (HLE), cathepsin G (Cat G), and proteinase 3 (PR 3) of a series of saccharin derivatives having a sulfinate leaving group was investigated. The results of this study revealed that (a) inhibitory acti
Thioalkylation of Enolates, III. Stereoselective Synthesis of Steroids and Related Compounds, II. α-Thioalkylation of Zinc Dienolates to 4-Substituted 1-tert-Butoxy-7a-methyl-hexahydroinden-5-ones
Groth, Ulrich,Koehler, Thomas,Taapken, Thomas
, p. 665 - 668 (2007/10/02)
α-Alkylation of the α,β-unsaturated ketone 1 at C-4 has been achieved by thioalkylation of the corresponding zinc dienolate with α-chlorosulfides of type 2.The desulfurization of the β-(phenylthio)ketones 4 leads directly to the 4-substituted hexahydroind
Thioalkylation of Enolates, IV. α-Alkylidenecyclopentanones by α-Alkylidation of Methyl 2-Oxocyclopentanecarboxylate
Arnecke, Ralf,Groth, Ulrich,Koehler, Thomas
, p. 891 - 894 (2007/10/02)
An α-alkylidation of cyclopentanone was achieved in two reaction steps in an overall yield of 20 to 79percent via a zinc chloride-catalyzed thioalkylation of the zinc enolate of methyl 2-oxocyclopentanecarboxylate (3) and subsequent saponification/desulfurization of the β-(phenylthio) ketone intermediates 5.For the saponification/desulfurization step DABCO proved to be the reagent of choice and superior to the use of alkali or magnesium halides. - Key Words: Zinc enolates, thioalkylation of / Cyclopentanones, α-alkylidene
A VERSATILE VINYL SULPHIDE SYNTHESIS USING BENZENESULPHENYL CHLORIDE
Bartels, Birgit,Hunter, Roger,Simon, Clive D.,Tomlinson, Geoffrey D.
, p. 2985 - 2988 (2007/10/02)
Benzenesulphenyl chloride (PhSCl) in CH2Cl2 at -78 deg C converts thioacetals and thioketals to their α-chlorosulphides which afford vinyl sulphides on elimination.The method is compatible with a range of funcionality.
A New Syntethic Route to Vinyl Sulfides Utilizing the Reaction of (Phenylthio)carbenes with Nitrile Anions
Harada, Toshiro,Karasawa, Akio,Oku, Akira
, p. 842 - 846 (2007/10/02)
Reactions of nitrile anion (LiCR2R3CN) and (phenylthio)carbenes generated from 1-chloroalkyl phenyl sulfides (R1CH(Cl)SPh) 2a-e by the action of n-BuLi have been shown to be a useful synthetic route to vinyl sulfides (PhSC(R1)=CR2R3) 3a-k (34-91percent).The nucleophilic attack of the nitrile anion on the carbenic species gave the presumed intermediate β-(phenylthio)-β-lithionitrile, which eliminated LiCN to give the expected vinyl sulfides.The application of the present reaction to the synthesis of cyclic vinyl sulfides was successful: the decomposition of the dianion ofω,ω-bis(phenylthio)alkanenitriles (8b, 8c, 11, and 14) affording the corresponding 1-(phenylthio)cycloalkenes (9, 10, 12, and 15) in 12-87percent yields.
DIRECT CONVERSION OF ALKENES INTO METHYL-SUBSTITUTED CYCLOPROPANES USING AN ORGANOIRON ETHYLIDENE TRANSFER REAGENT
Kremer, Kenneth A. M.,Helquist, Paul
, p. 231 - 252 (2007/10/02)
(η5-C5H5)(CO)2FeCH(CH3)SPh (8) serves as a quite useful reagent for the transfer of ethylidene groups to alkenes to give methyl-substituted cyclopropanes in good yields.The reaction is accomplished by allowing 8 to react with an alkylating agent such as trimethyloxonium tetrafluoroborate or methyl fluorosulfonate in the presence of the alkene substrate.The active ethylidene transfer reagent is apparently a sulfonium salt which is too reactive to be isolated under normal conditions.In all csases, cyclopropanes are obtained stereospecifically with respect to the configuration of the starting alkenes, and with certain classes of substrates such as cis-disubstituted alkenes, the reaction also occurs with very high syn-stereoselectivity.
