A Domino Reaction for the Synthesis of Novel 1,3-Dihydrofuro[3,4-c]pyridines from Pyridoxal and Ketones

Synthesis ◽  
2020 ◽  
Vol 53 (02) ◽  
pp. 365-370
Author(s):  
Lucas Pizzuti ◽  
Izamara Casadia ◽  
Thalita O. Daher ◽  
Sidnei Moura ◽  
Davi F. Back ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Room Temperature ◽  
13C Nmr Spectroscopy ◽  
Domino Reaction ◽  
Alkyl Aryl ◽  
1H And 13C Nmr ◽  
X Ray ◽  
Pyridine Series

A convenient domino route for the synthesis of novel 1,3-dihydrofuro[3,4-c]pyridines from pyridoxal and alkyl, aryl or heteroaryl ketones under basic conditions is reported. A series of nine derivatives is obtained in 53–90% yields after stirring reactants for 48 hours at room temperature. Most products are easily isolated by filtration followed by recrystallization from ethanol. All products were fully characterized by FTIR, HRMS, and 1H and 13C NMR spectroscopy. The X-ray crystal structure of a representative example of the 1,3-dihydrofuro[3,4-c]pyridine series is also presented.

scholarly journals Synthesis, characterization and crystal structure of butyl N-(3-chloropropyl)-(2S)-alaninate hydrochloride

2013 ◽  
Vol 78 (10) ◽  
pp. 1531-1537
Author(s):  
Dejana Dimitrijevic ◽  
Sladjana Novakovic ◽  
Gordana Radic ◽  
Verica Jevtic ◽  
Laura Menéndez-Taboada ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Nmr Spectroscopy ◽  
Single Crystal ◽  
Elemental Analysis ◽  
13C Nmr ◽  
13C Nmr Spectroscopy ◽  
1H And 13C Nmr ◽  
X Ray

The synthesis of butyl N-(3-chloropropyl)-(2S)-alaninate hydrochloride is reported here. The compound was characterized by elemental analysis, infrared, 1H and 13C NMR spectroscopy. The structure of butyl N-(3-chloropropyl)-(2S)-alaninate hydrochloride was confirmed by single-crystal X-ray analysis.

Synthesis, Characterization, and Catalytic Activity of a Series of Aluminium–Amidate Complexes

2015 ◽  
Vol 68 (3) ◽  
pp. 357 ◽  
Author(s):  
Kevin P. Yeagle ◽  
Darryl Hester ◽  
Nicholas A. Piro ◽  
William G. Dougherty ◽  
W. Scott Kassel ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Nmr Spectroscopy ◽  
Diffraction Analysis ◽  
13C Nmr ◽  
13C Nmr Spectroscopy ◽  
X Ray Diffraction ◽  
Metathesis Reaction ◽  
Chloride Complexes ◽  
1H And 13C Nmr ◽  
X Ray

The aluminium complexes {[κ2-N,O-(t-BuNCOPh)]AlMe2}2 (2), [κ2-N,O-(t-BuNCOPh)]2AlMe (3), and [κ2-N,O-(t-BuNCOPh)]3Al (4) were prepared through the protonolysis reaction between trimethylaluminium and one, two, or three equivalents, respectively, of N-tert-butylbenzamide. Complex 2 was also prepared via a salt metathesis reaction between K(t-BuNCOPh) and dimethylaluminium chloride. Complexes 2–4 were characterized using 1H and 13C NMR spectroscopy. Single-crystal X-ray diffraction analysis of the complexes corroborated ligand : metal stoichiometries and revealed that all the amidate ligands coordinate to the aluminium ion in a κ2 fashion. The Al–amidate complexes 2–4 were viable catalyst precursors for the Meerwein–Ponndorf–Verley–Oppenauer reduction–oxidation manifold, successfully interconverting several classes of carbonyl and alcohol substrates.

Identification of Aminopyrimidine Regioisomers via Line Broadening Effects in 1H and 13C NMR Spectroscopy

2004 ◽  
Vol 57 (11) ◽  
pp. 1079 ◽  
Author(s):  
James Garner ◽  
Tim Hill ◽  
Luke Odell ◽  
Paul Keller ◽  
Jody Morgan ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Diagnostic Tool ◽  
Room Temperature ◽  
Medicinal Chemistry ◽  
13C Nmr Spectroscopy ◽  
Primary Amines ◽  
Two Dimensional ◽  
Line Broadening ◽  
1H And 13C Nmr

Substituted mono- and diamino-pyrimidines were synthesized as part of our medicinal chemistry programmes. Primary amines substituted at the 4-position exhibited room-temperature line broadening effects in both 1H and 13C NMR spectroscopy due to the presence of rotamers, but these effects were not observed for substituents in the 2-position. This provided a simple diagnostic tool for the identification of regioisomers, a determination which would otherwise have required two-dimensional experiments.

scholarly journals DIBUTYLTIN(IV) ALKYLCYCLOHEXYLDITHIOCARBAMATES: SPECTROSCOPIC CHARACTERIZATION AND CRYSTAL STRUCTURES OF DIBUTYLTIN(IV) N-METHYL AND N-ETHYLCYCLOHEXYLDITHIOCARBAMATE

2017 ◽  
Vol 25 (2) ◽  
pp. 419-426
Author(s):  
Normah Awang ◽  
Ibrahim Baba ◽  
Y. Farina Abd. Aziz ◽  
Bohari M. Yamin
Keyword(s):  
Crystal Structure ◽  
Nmr Spectroscopy ◽  
13C Nmr ◽  
13C Nmr Spectroscopy ◽  
Spectroscopic Characterization ◽  
Monoclinic System ◽  
Space Group ◽  
X Ray ◽  
In Situ Method

A new series of dibutyltin(IV) alkylcyclohexyldithiocarbamates of the type (C4H9)2Sn[S2CNR(C6H11)]2 (R = CH3, C2H5, i-C3H7) have been successfully synthesized using in-situ method. These compounds were characterized by elemental analysis, infrared and 13C NMR spectroscopy. A single crystal X-ray analysis of dibutyltin(IV) ethylcyclohexyldithiocarbamate, (C4H9)2Sn[S2CN(C2H5)(C6H11)]2 (compound 2) showed that the system of this crystal is triclinic with space group P-1 while dibutyltin(IV) methylcyclohexyldithiocarbamate, (C4H9)2Sn[S2CN(CH3)(C6H11)]2 (compound 1) has monoclinic system and it’s space group is P21/c. In the crystal structure of compound 2, the dithiocarbamate ligands are bidentically chelated to the tin atom with non-equivalent of the Sn-S distances: Sn(1)-S(1) = 2.9255(11) and Sn(1)-S(2) = 2.5419(10); Sn(1)-S(3) = 2.8922(9) and Sn(1)-S(4) = 2.5293(10) Å while in compound 1, the dithiocarbamate ligands were anisobidentically  chelated to the tin atom.       

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