27063-86-1Relevant academic research and scientific papers
Divergent Catalytic Approach from Cyclic Oxime Esters to Nitrogen-Containing Heterocycles with Group 9 Metal Catalysts
Shimbayashi, Takuya,Matsushita, Gaku,Nanya, Atsushi,Eguchi, Akira,Okamoto, Kazuhiro,Ohe, Kouichi
, p. 7773 - 7780 (2018/07/21)
We report the divergent catalytic transformation of alkene-tethered isoxazol-5(4H)-ones by using rhodium and cobalt catalysts to afford 2H-pyrroles (with Rh catalyst) and azabicyclic cyclopropanes (with Co catalyst). The rhodium-catalyzed 2H-pyrrole forma
Ruthenium-catalyzed decarboxylative and dehydrogenative formation of highly substituted pyridines from alkene-tethered isoxazol-5(4H)-ones
Okamoto, Kazuhiro,Sasakura, Kohei,Shimbayashi, Takuya,Ohe, Kouichi
, p. 988 - 990 (2016/08/13)
A ruthenium-catalyzed reaction of alkene-tethered isoxazol-5(4H)-ones affording pyridines has been developed. Di-, tri-, and tetrasubstituted pyridines were obtained from various isoxazolones in good yields.
Three-component coupling sequence for the regiospecific synthesis of substituted pyridines
Chen, Ming Z.,Micalizio, Glenn C.
, p. 1352 - 1356 (2012/03/11)
A de novo synthesis of substituted pyridines is described that proceeds through nucleophilic addition of a dithiane anion to an α,β- unsaturated carbonyl followed by metallacycle-mediated union of the resulting allylic alcohol with preformed trimethylsilane-imines (generated in situ by the low-temperature reaction of lithium hexamethyldisilazide with an aldehyde) and Ag(I)- or Hg(II)-mediated ring closure. The process is useful for the convergent assembly of di- through penta-substituted pyridines with complete regiochemical control.
Synthesis of 2-substituted pyridines via a regiospecific alkylation, alkynylation, and arylation of pyridine N-oxides
Andersson, Hans,Almqvist, Fredrik,Olsson, Roger
, p. 1335 - 1337 (2008/01/03)
Figure presented Sequential addition of Grignard reagents to pyridine N-oxides in THF at room temperature followed by treatment with acetic anhydride at 120°C afforded 2-substituted pyridines in good to high yields. Furthermore, by exchanging acetic anhydride for DMF in the second step, 2-substituted pyridine N-oxides were obtained, as intermediates suitable for addition of a second Grignard reagent for the synthesis of 2,6-disubstituted pyridines.
Mercury(II) and gold(III) derivatives of 2-phenyl pyridines and 2-phenyl-4-(methylcarboxylato)quinoline
Parish,Wright, Jonathan P.,Pritchard, Robin G.
, p. 165 - 176 (2007/10/03)
ortho-Mercurated derivatives of several substituted 2-phenylpyridines and of 2-phenyl-4-(methylcarboxylato)quinoline have been prepared and characterised. C,N-chelated gold(III) derivatives, [AuCl2(C6H4C5H3RN)] (R = H, 3-Me, 3,5-Me2, 4-Prn, 4-But) are prepared more efficiently by trans-metallation reactions than by direct reaction of AuCl4- with the phenylpyridines. The new gold complexes were characterised spectroscopically and a variety of substitution reactions have been effected. As is usual with unsymmetrical bidentate ligands, the softer donor atom is found trans to the N-donor of the pyridine unit. Crystal-structure determinations are reported for [Au(OAc)(pmpy)(py)]ClO4, [Au(ppy)(dpbt)]BPh4, [Au(ppy)(S2CNMe2)]BPh4 and AuCl(pqcm)2 [Hppy = 2-phenylpyridine, Hpmpy = 2-phenyl-3-methylpyridine, Hpqcm = 2-phenyl-4-(methylcarboxylato)quinoline].
SYNTHESIS OF ALKYL-SUBSTITUTED ARYLPYRIDINES IN THE VAPOR PHASE BY THE CHICHIBABIN METHOD
Soldatenkov, A. T.,Fedorov, V. O.,Chandra, R.,Polosin, V. M.,Mikaya, A. I.,Prostakov, N. S.
, p. 179 - 185 (2007/10/02)
An industrial cadmium calcium phosphate catalyst was used in the syntheses of pyridine bases in the vapor phase by the Chichibabin method (condensation of carbonyl compounds with ammonia).Alkyl-substituted arylpyridines with the aryl radical at C2, C3, or C4 are formed during the condensation of aromatic aldehydes and ammonia with saturated and unsaturated aldehydes and also with methyl alkyl ketones.
