80086-24-4Relevant academic research and scientific papers
Manganese-Catalyzed Electrochemical Deconstructive Chlorination of Cycloalkanols via Alkoxy Radicals
Allen, Benjamin D. W.,Hareram, Mishra Deepak,Seastram, Alex C.,McBride, Tom,Wirth, Thomas,Browne, Duncan L.,Morrill, Louis C.
, p. 9241 - 9246 (2019/11/19)
A manganese-catalyzed electrochemical deconstructive chlorination of cycloalkanols has been developed. This electrochemical method provides access to alkoxy radicals from alcohols and exhibits a broad substrate scope, with various cyclopropanols and cyclobutanols converted into synthetically useful β- and γ-chlorinated ketones (40 examples). Furthermore, the combination of recirculating flow electrochemistry and continuous inline purification was employed to access products on a gram scale.
Synthesis of 2-alkyl-2-boryl-substituted-tetrahydrofurans: Via copper(i)-catalysed borylative cyclization of aliphatic ketones
Kubota, Koji,Uesugi, Minami,Osaki, Shun,Ito, Hajime
supporting information, p. 5680 - 5683 (2019/06/18)
A new method was developed for synthesizing 2-alkyl-2-boryl-tetrahydrofuran derivatives from aliphatic ketones using a copper(i)/N-heterocyclic carbene complex catalyst. This reaction presumably proceeds through the nucleophilic addition of a borylcopper(i) intermediate to ketone, followed by intramolecular substitution of the resulting alkoxide for the halide leaving group. The new borylation products, 2-alkyl-2-boryl-tetrahydrofuran derivatives with a condensed structure around the C-B bond, cannot be synthesized by other methods.
Synthesis, antioxidant and anti-inflammatory activity of novel substituted ethylenediamines and ethanolamines: A preliminary quantitative structure-activity relationship study
Andreadou, Ioanna,Rekka, Eleni A.,Demopoulos, Vassilis J.,Bijloo, Greetje J.,Kourounakis, Panos N.
, p. 643 - 647 (2007/10/03)
Six substituted oxo- or hydroxy-aminoethanols and ethylenediamines were synthesized and tested as anti inflammatory agents. 1-Substituted 4-(2- aminoethylamino)-1-butanones and 1-substituted 4-(2-hydroxyethylamino)-1- butanones were prepared by reacting the appropriate 4-chloro-1-butanone with the corresponding aminoalcohol or ethylenediamine. 1-Substituted 4-(2- aminoethylamino)-1-butanols were prepared by the reduction of the ketones with NaBH4 or NaBH3CN. The R(M) values of the synthesized compounds were determined as an expression of their lipophilicity. The effect of these compounds on in vitro non-enzymatic lipid peroxidation, their hydroxyl radical scavenging activity and their ability to interact with 1,1-diphenyl- 2-picrylhydrazyl stable free radical (DPPH) were studied. The effect of the synthesized compounds on inflammation, using the carrageenan induced rat paw edema model was studied. Both anti-inflammatory and antioxidant activities depended on some structural characteristics of the synthesized compounds. It was also attempted to correlate the above mentioned activities with some physicochemical parameters using a quantitative structure-activity relationship approach. The primary amino group appeared to be of importance for antioxidant activity in this series of compounds.
Ethylenediamine derivatives useful in treating sickle cell anemia
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, (2008/06/13)
Compounds of the following general formula are useful in the treatment of sickle cell anemia: STR1 WHEREIN EACH OF R and R1 is hydrogen, chlorine, fluorine, bromine, trifluoromethyl, hydroxy, a lower alkoxy group of from 1 to 4 carbon atoms or a straight or branched lower alkyl group of from 1 to 4 carbon atoms; R2 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms; R3 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms, or when R2 is hydrogen, R3 is β,β,β-trichloroethoxycarbonyl, benzyloxycarbonyl, p-methoxybenzyloxycarbonyl, p-nitrobenzyloxycarbonyl or tert-butoxycarbonyl; or NR2 R3 taken together form a monocyclic heterocyclic group selected from the group consisting of pyrrolidino, piperidino, morpholino, and N-(lower)alkylpiperazino; Z is STR2 wherein R4 is hydrogen or lower alkyl of from 1 to 4 carbon atoms, and R5 is hydroxy or alkylcarbonyloxy wherein the alkyl moiety has from 1 to 4 carbon atoms; each of m and m' is the integer 1 or 2; n is an integer of from 2 to 6; p is an integer of from 1 to 3; and q is an integer of from zero to 2; or pharmaceutically acceptable acid addition salts and individual optical isomers thereof.
