17544-07-9Relevant academic research and scientific papers
Electroactivated alkylation of amines with alcohols: Via both direct and indirect borrowing hydrogen mechanisms
Appiagyei, Benjamin,Bhatia, Souful,Keeney, Gabriela L.,Dolmetsch, Troy,Jackson, James E.
supporting information, p. 860 - 869 (2020/02/21)
A green, efficient N-alkylation of amines with simple alcohols has been achieved in aqueous solution via an electrochemical version of the so-called "borrowing hydrogen methodology". Catalyzed by Ru on activated carbon cloth (Ru/ACC), the reaction works well with methanol, and with primary and secondary alcohols. Alkylation can be accomplished by either of two different electrocatalytic processes: (1) in an undivided cell, alcohol (present in excess) is oxidized at the Ru/ACC anode; the aldehyde or ketone product condenses with the amine; and the resulting imine is reduced at an ACC cathode, combining with protons released by the oxidation. This process consumes stoichiometric quantities of current. (2) In a membrane-divided cell, the current-activated Ru/ACC cathode effects direct C-H activation of the alcohol; the resulting carbonyl species, either free or still surface-adsorbed, condenses with amine to form imine and is reduced as in (1). These alcohol activation processes can alkylate primary and secondary aliphatic amines, as well as ammonia itself at 25-70 °C and ambient pressure.
Study on the Effect of the Structure of the Leaving Group in the E1cb Mechanism of the Base-Promoted β-Elimination Reactions from N-alkylammonium Ions
Alunni, S.,Tijskens, P.
, p. 8371 - 8374 (2007/10/02)
Studies of acid-base catalysis, H/D exchange, and solvent isotope effect on the β-elimination reactions with formation of p-nitrostyrene in acetohydroxamate/acetohydroxamic acid buffers at pH 9.05, H2O, μ = 1 M KCl, from N-alkylammonium ions with different leaving groups, such as N-methylpyrrolidine 1, N-ethylpyrrolidine 2, N-isopropylpyrrolidine 3, N-methylpiperidine 5, and N-methylazepane 6, show a change a partially reversible E1cb mechanism with 1, 2, and 4 to an irreversible E1cb mechanism with 3, 5, and 6.The change in the rate-determining step is related to the increased steric requirement of the leaving group.A steric acceleration from the carbanion intermediate to product step is proposed.
Derivatives of leukotrienes A and C
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, (2008/06/13)
The present invention provides novel derivatives of leukotrienes A and C which are useful in inhibiting the smooth muscle contracting effects of SRS-A; inhibiting platelet aggregation; and inhibiting the biosynthesis of thromboxane A2.
Transition Metal-catalysed N-Alkylation of Amines by Alcohols
Grigg, R.,Mitchell, T. R. B.,Sutthivaiyakit, S.,Tongpenyai, N.
, p. 611 - 612 (2007/10/02)
Primary and secondary alcohols effect alkylation of primary and secondary amines in the presence of rhodium, iridium, and ruthenium compounds at = 100 deg C, whereby selective monoalkylation of primary amines can be achieved, and heterocyclic rings can be constructed by both inter- and intra-molecular processes.
19-Hydroxy-PGI2 compounds
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, (2008/06/13)
Prostacyclin and prostacyclin-type derivatives having a 19-hydroxy feature are disclosed, including processes for preparing them and the appropriate intermediates. The compounds are useful for pharmacological purposes such as inhibition of blood platelate aggregation.
2-Decarboxy-2-hydroxymethyl-19-hydroxy-PG1 analogs
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, (2008/06/13)
Prostaglandin derivatives having a 19,20-didehydro, a 19-hydroxy, or a 19-keto feature are disclosed, including processes for preparing them and the appropriate intermediates. A typical 19-hydroxy compound of this invention is 19-hydroxy-19-methyl-PGF2α, methyl ester, represented by the formula STR1
