3197-06-6Relevant articles and documents
Straightforward access to cyclic amines by dinitriles reduction
Laval, Stéphane,Dayoub, Wissam,Pehlivan, Leyla,Métay, Estelle,Favre-Reguillon, Alain,Delbrayelle, Dominique,Mignani, Gérard,Lemaire, Marc
supporting information, p. 975 - 983 (2014/01/23)
1,1,3,3-Tetramethyldisiloxane (TMDS) and polymethylhydrosiloxane (PMHS), when associated with titanium(IV) isopropoxide, provide two convenient systems for the reduction of nitriles into the corresponding primary amines. Kinetics of the two systems have been studied by 1H NMR and demonstrated that reduction with PMHS occurs faster than with TMDS. These two titanium-based systems reduce both aromatic and aliphatic nitriles in the presence of Br, CC, NO2, OH, and cyclopropyl-ring. In the case of cyclopropyl-nitriles, the formation of secondary amines, which come from an intermolecular reductive alkylation reaction was observed. This result was exploited for the reduction of dinitriles, which led, in one-step, to azepane, piperidine, pyrrolidine, and azetidine derivatives through an intramolecular reductive alkylation reaction.
Synthesis and properties of oligo-2′-deoxyribonucleotides containing internucleotidic phosphoramidate linkages modified with pendant groups ending with either two amino or two hydroxyl functions
Asseline, Ulysse,Chassignol, Marcel,Draus, Jolanta,Durand, Maurice,Maurizot, Jean-Claude
, p. 3499 - 3511 (2007/10/03)
Single and multiple incorporations of stereochemically pure modified dinucleoside-phosphoramidates involving substituent groups ending with bis-hydroxyethyl and bis-aminoethyl groups have been performed into pyrimidic triple helix-forming oligo-2′-deoxyribonucleotides designed to bind parallel to the purine strand of the DNA target. The ability of these modified oligo-2′-deoxyribonucleotides to form triple helices has been studied by UV-melting curve analyses, and circular dichroism. Only the oligonucleotides involving modified phosphate groups with the Rp configuration formed more stable triple helices than did the parent phosphodiester sequences. Incorporating the modifications into the third oligonucleotide strands has little effect on the structure of the triplexes. At pH 7, the incorporation of two, three or four modified phosphate groups into the third strands stabilizes the triplexes, as compared to the unmodified oligonucleotide. Stronger stabilization was observed with compounds containing linkers ending with amino functions. Stability increases with the number of modifications without being fully additive. This might be due to the different environments of the phosphate groups inside the sequence.
Process for preparing nitrogen-containing heterocyclic compounds
-
, (2008/06/13)
Nitrogen-containing heterocyclic compounds are prepared by cyclization of a compound having the formula: EQU1 or EQU2 wherein X represents a hydrogen atom or --CH2 CHR-Y; R represents a hydrogen atom or methyl atom; Y represents an --OH group or --NH2 group; and n represents the integers 0 or 1 - 4; with a zeolite catalyst having the formula wherein M represents a cation selected from alkali metals, alkaline earth metals, zinc group elements, hydrogen and ammonium cations; n represents the valence of the cation; a is 1.0 ± 0.5 and m is 2 - 12.