Stereospecific Synthesis of 4,8-Dimethylspiro(4,5)-deca-7-ene-1,6-dione A Synthetic Route to the Acoranes

1983 ◽  
Vol 38 (4) ◽  
pp. 497-500 ◽  
Author(s):  
E. L. Michelotti ◽  
E. L. Sanchez
Keyword(s):  
Stereospecific Synthesis ◽  
High Yield ◽  
Synthetic Route ◽  
H Nmr ◽  
Nmr Data ◽  
C Nmr

Abstract A stereospecific synthesis of 4,8-dimethylspiro(4,5)-deca-7-ene-1,6-dione from 4,7-dimethylcoumarine in high yield is reported. The configuration of this product is established according to its 1H NMR and 13C NMR data.

1-Carba-arachno-pentaborane(10) Derivatives

1997 ◽  
Vol 62 (8) ◽  
pp. 1254-1262 ◽  
Author(s):  
Bernd Wrackmeyer ◽  
Hans-Jörg Schanz
Keyword(s):  
High Yield ◽  
Exchange Reactions ◽  
Nmr Data ◽  
Substituted 1 ◽  
C Nmr

The formation of organo substituted 1-carba-arachno-pentaborane(10) derivatives is shown to proceed in high yield via in situ generated 1,1,1-tris(diethylboryl)propane (2) from diethyl(propyn-1-yl)borane (1) by hydroboration with an excess of diethylborane (hydride bath). In the hydride bath, exchange reactions between 2 and other geminal bis(diethylboryl)alkanes take place until the carbaborane skeleton is formed. If tris(diethylboryl)methane is used under the same conditions, the corresponding 1-carba-arachno-pentaborane(10) derivatives 11 and 12 are formed in mixture with other unknown boranes or carboranes. 11B and 13C NMR data are presented to allow for straightforward identification of the 1-carba-arachno-pentaboranes(10).

scholarly journals Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole Derivatives

2012 ◽  
Vol 9 (3) ◽  
pp. 1518-1525 ◽  
Author(s):  
Hamid Reza Jaberi ◽  
Hadi Noorizadeh
Keyword(s):  
Acetic Acid ◽  
Sodium Acetate ◽  
Carbon Disulphide ◽  
Thiazole Derivatives ◽  
H Nmr ◽  
Nmr Data ◽  
Elemental Analyses ◽  
New Compounds ◽  
Isoxazole Derivatives ◽  
C Nmr

In this work we describe the synthesis of some novel fused imidazo [2, 1-b] [1, 3] thiazole derivatives. The reaction of 1, 2-diaminoethane 1 with carbon disulphide in H2O/ETOH as solvent furnishes 4, 5-dihydro-1H-imidazol-2-thiol 2 under reflux condition. the reaction of 4,5-dihydro-1H-imidazol-2-thiol on treatment with ethylchloro acetate and aromatic aldehyde in presence of anhydrous sodium acetate and acetic acid as solvent to give (Z)-2-(arylidene)-5,6-dihydroimidazo [2,1-b] [1,3] thiazol-3(2H)-one 3a-j. Compounds 3a-j was condensed with hydroxylamine to give 3-(aryl)-2, 3, 6, 7-tetrahydroimidazo [2, 1-b] [1,3] thiazolo [5, 4-d] isoxazole 4a-j. The structures of the new compounds were established by elemental analyses, IR,1H NMR and13C NMR data.

scholarly journals Reactions of 3-(p-substituted-phenyl)-5-chloromethyl-1,2,4-oxadiazoles with KCN leading to acetonitriles and alkanes via a non-reductive decyanation pathway

2018 ◽  
Vol 14 ◽  
pp. 3011-3017
Author(s):  
Akın Sağırlı ◽  
Yaşar Dürüst
Keyword(s):  
Nmr Spectra ◽  
2D Nmr ◽  
Synthetic Route ◽  
X Ray ◽  
H Nmr ◽  
2D Nmr Spectra ◽  
Tof Ms ◽  
C Nmr

The present work describes an unfamiliar reaction of 5-(chloromethyl)-3-substituted-phenyl-1,2,4-oxadiazoles with KCN affording trisubstituted 1,2,4-oxadiazol-5-ylacetonitriles and their parent alkanes, namely, 1,2,3-trisubstituted-1,2,4-oxadiazol-5-ylpropanes. To the best of our knowledge, the current synthetic route leading to decyanated products will be the first in terms of a decyanation process which allows the transformation of trisubstituted acetonitriles into alkanes by the incorporation of KCN with the association of in situ-formed HCN and most likely through the extrusion of cyanogen which could not be detected or isolated. In addition, the plausible mechanisms were proposed for both transformations. The structures of the title compounds were identified by means of IR, 1H NMR, 13C NMR, 2D NMR spectra, TOF–MS and X-ray measurements.

scholarly journals Novel 5,6-Dihydropyrrolo[2,1-a]isoquinolines as Scaffolds for Synthesis of Lamellarin Analogues

2011 ◽  
Vol 2011 ◽  
pp. 1-6 ◽  
Author(s):  
Shao Han Liao ◽  
Dai Hua Hu ◽  
Ai Ling Wang ◽  
De Peng Li
Keyword(s):  
Melting Point ◽  
Ir Spectrum ◽  
Biological Activities ◽  
Synthetic Route ◽  
H Nmr ◽  
C Nmr

As core skeletons of lamellarins: 5,6-Dihydropyrrolo[2,1-a]isoquinolines are one of the important alkaloids that exhibit significant biological activities, in this study, an efficient synthetic route was described for two novel compounds, 5,6-dihydropyrrolo[2,1-a]isoquinolinesIandII. CompoundIwas synthesized from isovanillin with 28.3% overall yield by a six-step reaction whileIIfrom 2-(3,4-dimethoxyphenyl) ethanamine was with 61.6% overall yield by a three-step reaction. And the structures of these two compounds were confirmed by means of IR spectrum,1H NMR,13C NMR, MS, HRMS, and melting point measurements.

scholarly journals Zinc Oxide Nanoparticles Catalyzed Condensation Reaction of Isocoumarins and 1,7-Heptadiamine in the Formation of Bis-Isoquinolinones

2012 ◽  
Vol 2012 ◽  
pp. 1-7 ◽  
Author(s):  
Varadhan Krishnakumar ◽  
Kesarla Mohan Kumar ◽  
Badal Kumar Mandal ◽  
Fazlur-Rahman Nawaz Khan
Keyword(s):  
Zinc Oxide ◽  
Zinc Oxide Nanoparticles ◽  
Condensation Reaction ◽  
High Yield ◽  
Oxide Nanoparticles ◽  
Acid Chlorides ◽  
Zno Nps ◽  
H Nmr ◽  
Yield And Purity ◽  
C Nmr

The diversified bis-isoquinolinones were obtained in two steps, utilizing homophthalic acid and various acid chlorides providing 3-substituted isocoumarins in the first step which on further condensation with 1,7-heptadiamine involving C–N bond formation from the lactone in the presence of 10 mol% zinc oxide nanoparticles (ZnO NPs) (<150 nm) afforded the desired bis-isoquinolinones in high yield and purity. The synthesized compounds were then characterized using FTIR,1H NMR,13C NMR, and HRMS techniques.

Cycloheptatriene dimers: New precursors of diamantane

1981 ◽  
Vol 46 (6) ◽  
pp. 1474-1485 ◽  
Author(s):  
František Tureček ◽  
Vladimír Hanuš ◽  
Petr Sedmera ◽  
Helena Antropiusová ◽  
Karel Mach
Keyword(s):  
Mass Spectra ◽  
High Yield ◽  
Stable Isomer ◽  
Titanium Complexes ◽  
H Nmr ◽  
Catalytic Isomerization ◽  
C Nmr

Dimerization of cycloheptatriene, catalyzed by titanium complexes, afforded pentacyclo[8.4.0.03,7.04,14.06,11]tetradeca-8,12-diene (I) (10%) and pentacyclo[7.5.0.02,8.05,14.07,11]tetradeca-3,12-diene (II) (90%). Structure of both dimers and their derivatives was determined by means of 1H NMR, 13C NMR and mass spectra. On heating, the diene II was converted into the more stable isomer I. On hydrogenation and further catalytic isomerization, both I and II gave diamantane in high yield.

scholarly journals Synthesis and Characterization of Novel 1,3-Thiazole and 2-Amino-1,3,4-Thiadiazole Derivatives

2014 ◽  
Vol 33 (2) ◽  
pp. 189 ◽  
Author(s):  
Mustafa Er ◽  
Ayşe Şahin ◽  
Hakan Tahtacı
Keyword(s):  
Biological Activities ◽  
High Yield ◽  
Synthesis And Characterization ◽  
Hantzsch Reaction ◽  
H Nmr ◽  
Thiadiazole Derivatives ◽  
High Yields ◽  
Mass Spectrometric Techniques ◽  
C Nmr

<p>Thiosemicarbazone derivatives <strong>3a–e</strong> were synthesized by the reaction of various aldehydes<strong> 1a–e</strong> with 4-methyl thiosemicarbazide <strong>2</strong> in 78% to 90% yield. Then, the thiazole moieties of the target materials <strong>5a–e</strong> were obtained in high yields (71–93%) using the Hantzsch reaction utilizing thiosemicarbazone derivatives <strong>3a–e</strong> with ethyl-2-chloroacetoacetic ester. The substituted nitrile derivatives <strong>7a–e</strong> were obtained in moderate to high yield (58–84%) from the reaction of compounds <strong>5a–e</strong> with chloroacetonitrile by the nucleophilic aliphatic substitution reaction in the presence of anhydrous potassium carbonate. Finally, substituted 2-amino-1,3,4-thiadiazole compounds <strong>9a–e</strong> were obtained in moderate to good yields (51–62%) from the reaction of thiosemicarbazide with substituted nitrile derivatives <strong>7a–e</strong>. As a result, compounds that all share a high disposition for biological activities were obtained. The structures of the newly synthesized compounds were confirmed by IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, elemental analysis, and mass spectrometric techniques.</p>

scholarly journals Synthesis of Thiophenyl Thiazole Based Novel Quinoxaline Derivatives

2015 ◽  
Vol 51 ◽  
pp. 115-124
Author(s):  
Haresh G. Kathrotiya ◽  
Yogesh T. Naliapara
Keyword(s):  
Aromatic Amine ◽  
Elemental Analysis ◽  
Condensation Reaction ◽  
High Yield ◽  
Experimental Procedure ◽  
H Nmr ◽  
Quinoxaline Derivatives ◽  
Ft Ir ◽  
C Nmr

A new series of thiophenyl thiazole based novel quinoxaline derivatives 4a-4t have been synthesized by base catalysed condensation reaction. In which 6-substituted 2,3-dichloroquinoxaline 1a and 4-(thiophen-2-yl) thiazol-2-amine 2b reacted in basic condition to afford intermediate 3c which reacts with various aromatic amine to form final compounds. Easy experimental procedure, high yield, and selectivity are the imperative features of this method. The identity of all the compounds has been established by 1H NMR, 13C NMR, FT-IR, and elemental analysis.

Anwendungen der 2 D-NMR-Spektroskopie in der Organophosphorchemie Beispiel: L-Menthyldichlorphosphan / Applications of the 2D NMR Spectroscopy in the Organophosphorus Chemistry Example: L-Menthyldichlorophosphine

1982 ◽  
Vol 37 (12) ◽  
pp. 1661-1664 ◽  
Author(s):  
Martin Feigel ◽  
Gerhard Hägele ◽  
Axel Hinke ◽  
Gudrun Tossing
Keyword(s):  
Nmr Spectroscopy ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
H Nmr ◽  
Nmr Parameters ◽  
Nmr Data ◽  
Organophosphorus Chemistry ◽  
C Nmr

2D NMR ist used to determine the 1H NMR parameters of L-Menthyldichlorophosphine. 13C NMR data are given

A contribution to peroxy acid oxidation of α,β-unsaturated ketones and linearly conjugated dienones: Reactions in the cholestane series

1988 ◽  
Vol 53 (7) ◽  
pp. 1549-1567 ◽  
Author(s):  
Václav Černý ◽  
Miloš Buděšínský ◽  
Miloš Ryba ◽  
František Tureček
Keyword(s):  
Double Bond ◽  
Carbonyl Group ◽  
Acid Oxidation ◽  
Peroxy Acid ◽  
Unsaturated Ketones ◽  
H Nmr ◽  
Nmr Data ◽  
Epoxy Ketones ◽  
C Nmr

Oxidation with 3-chloroperoxybenzoic acid of s-cis α,β-unsaturated ketones IX, XI and s-trans types X, XII was compared. The s-cis ketones show higher reactivity and furnish a higher yield of the corresponding α,β-epoxy ketones than the s-trans ketones. Products of the Baeyer-Villiger reaction are formed only in low yield. The dienone VI is oxidized predominantly to VII thus violating the rule that linear conjugated dienones are epoxidized at the double bond more distant from the carbonyl group; this result is in accord with the behaviour of s-cis α,β-unsaturated ketones. 1H NMR and 13C NMR data of the starting compounds and of the products are reported.

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