7144-05-0Relevant articles and documents
Spectrophotometric and thermal studies on the charge - Transfer complexes of 4-(aminomethyl) piperidine as donor with σ- And π-electron acceptors
Mostafa, Adel,El-Ghossein, Nada,Alqaradawi, Siham Y.
, p. 1012 - 1019 (2014)
The spectroscopic characteristics of the solid charge-transfer molecular complexes (CT) formed in the reaction of the electron donor 4-(aminomethyl) piperidine (4AMP) with the σ-acceptor iodine and the π-acceptors 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,4,4,6-tetrabromo-2,5- cyclohexadienone (TBCHD) and 7,7,8,8-tetracyanoquinodimethane (TCNQ) have been studied in chloroform at 25 C. These were investigated through electronic, infrared spectra and thermal analysis as well as elemental analysis. The results show that the formed solid CT-complexes have the formulas [ (4AMP)I]+I3-, [(4AMP)(DDQ)2] and [(4AMP)(TBCHD)] while in the case of 4AMP-TCNQ reaction, a short-lived CT complex is formed followed by rapid N-substitution by TCNQ forming the final reaction product 7,7,8-tricyano-8-aminomethylpiperidinylquinodimethane [TCAMPQDM] in full agreement with the known reaction stoichiometries in solution as well as the elemental measurements and the thermal analysis confirmed the structure of the obtained compounds. The formation constant kCT, molar extinction coefficient εCT, free energy change ΔG0 and CT energy ECT have been calculated for the CT-complexes [ (4AMP)I]+I3-, [(4AMP)(DDQ)2] and [(4AMP)(TBCHD)].
Electrophilic Zinc Homoenolates: Synthesis of Cyclopropylamines from Cyclopropanols and Amines
Mills, L. Reginald,Barrera Arbelaez, Luis Miguel,Rousseaux, Sophie A. L.
supporting information, p. 11357 - 11360 (2017/08/30)
Metal homoenolates, produced via C-C bond cleavage of cyclopropanols, have been extensively investigated as nucleophiles for the synthesis of β-substituted carbonyl derivatives. Herein, we demonstrate that zinc homoenolates can react as carbonyl-electrophiles in the presence of nucleophilic amines to yield highly valuable trans-cyclopropylamines in good yields and high diastereoselectivities. GSK2879552, a lysine demethylase 1 inhibitor currently in clinical trials for the treatment of small cell lung carcinoma, was synthesized using this strategy.
ANALOGS OF BIOLOGICALLY ACTIVE, NATURALLY OCCURRING POLYAMINES, PHARMACEUTICAL COMPOSITIONS AND METHODS OF TREATMENT
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, (2008/06/13)
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