| 1. |
- Almqvist, Fredrik, et al.
(författare)
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An Improved Procedure for the Synthesis of Bicyclo[2.2.2]octane- 2,6-dione
- 1993
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Ingår i: Synthetic Communications. - : Informa UK Limited. - 0039-7911 .- 1532-2432. ; 23:11, s. 1499-1505
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Tidskriftsartikel (refereegranskat)abstract
- Conjugate addition of Meldrum's acid to 2-cyclohexenone followed by direct cyclization in PPA/acetic acid constitutes a shorter, more reproducible and higher yielding route to bicyclo[2.2.2]octane-2,6-dione than previous methods. The crude dione could be used as substrate for the baker's yeast reduction to (IR, 4S, 6S)-bicyclo[2.2.2]octane-6-ol-2-one.
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| 2. |
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| 3. |
- Bui, Hue T B, et al.
(författare)
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Facile Synthesis of 4-Oxo-4H-quinolizine-2-carboxamide Derivatives
- 2015
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Ingår i: Synthetic Communications. - : Taylor & Francis. - 0039-7911 .- 1532-2432. ; 45:24, s. 2861-2868
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Tidskriftsartikel (refereegranskat)abstract
- A facile synthetic method for the construction of 2-substituted-4-oxo-4H-quinolizine-based core structure has been successfully developed. The synthesis made use of a one-pot Stobbe condensation followed by cyclization starting from the commercially available 2-pyridinecarbaldehyde. The structure of the formed 4-oxo-4H-quinolizine-2-carboxylate was fully confirmed by mass spectra, H-1 NMR and C-13 NMR, correlation spectrography, heteronuclear multiple bond correlation, and heteronuclear single quantum coherence (HSQC) spectra. The ethyl carboxylate moiety was then further functionalized via direct aminolysis by a range of amines to afford the corresponding 4-oxo-4H-quinolizine-2-carboxamides 4a-i in moderate to good yields.
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| 4. |
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| 5. |
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| 6. |
- Lindquist, Charlotta, et al.
(författare)
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Microwave-Assisted Coupling of Carboxylic Acids to a Polymer Bound Hydrazine Linker
- 2003
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Ingår i: Synthetic Communications. - New York : Marcel Dekker, Inc.. - 0039-7911 .- 1532-2432. ; 33:13, s. 2257-2262
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Tidskriftsartikel (refereegranskat)abstract
- A set of carboxylic acids, all being potential scaffolds for combinatorial chemistry or peptide synthesis, were coupled to a polymer bound aryl hydrazine linker using microwave irradiation in good yields. Improved yields and reduced reaction times were achieved byusing microwave-assisted heating compared to conventional heating.
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| 7. |
- Liu, Hai-Bin, et al.
(författare)
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Synthesis of 3-aryl-5-t-butylsalicylaldehydes and their chiral Schiff base compounds
- 2007
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Ingår i: Synthetic Communications. - : Informa UK Limited. - 0039-7911 .- 1532-2432. ; 37:19-21, s. 3815-3826
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Tidskriftsartikel (refereegranskat)abstract
- Six meta-substituted salicylaldehyde compounds have been prepared in 68-90% yields by the Suzuki-Miyaura coupling reaction using 3-bromo-5-t-butylsalicylaldehyde (la) and arylboronic acids (2a-f) as reactants. Among the obtained products, 3-(4-fluorophenyl)-5-t-butylsalicylaldehyde (3b), 3-(4-methylphenyl)-5-t-butylsalicylaldehyde (3d), 3-(1-naphthyl)-5-t-butylsalicylaldehyde (3e), and 3-(2-naphthyl)-5-t-butylsalicylaldehyde (3f) have not been reported so far. A series of new Schiff base ligands (L1-L10) were obtained in 51-89% yields from these salicylaldehyde derivatives.
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| 8. |
- Liu, Hai-Bin, et al.
(författare)
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Synthesis of Tri- and Disalicylaldehydes and Their Chiral Schiff Base Compounds
- 2010
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Ingår i: Synthetic Communications. - : Informa UK Limited. - 0039-7911 .- 1532-2432. ; 40:7, s. 1074-1081
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Tidskriftsartikel (refereegranskat)abstract
- A suitable procedure for convenient preparation of 1,3,5-tris(4-hydroxy-5-formylphenyl)benzene (6) was exploited via 5-bromosalicylaldehyde as starting reactant. Among the obtained products, compound 6, 4-methoxy-3-formylphenylboronic acid (9), 1,3,5-tris(4-methoxy-5-formylphenyl)benzene (10), and 4-methoxy-4'-hydroxyl-3,3'-diformyl-1,1'-diphenyl (11) had not been reported previously. Two new chiral Schiff base ligands, L1 and L2, were obtained from the tri- or disalicylaldehydes.
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| 9. |
- Lutsenko, S., et al.
(författare)
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Preparation of L-threoninol and its bisoxazoline derivative
- 2003
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Ingår i: Synthetic Communications. - : Informa UK Limited. - 0039-7911 .- 1532-2432. ; 33:4, s. 661-666
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Tidskriftsartikel (refereegranskat)abstract
- (R,R)-Threoninol was prepared in one step from L-threonine in 86% isolated yield. The product was regioselectively transformed into 2,2-bis[(4R,5R)-4-(hydroxymethyl)-5-methyl-1,3-oxazolin-2-yl]propane in 42% isolated yield.
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| 10. |
- Rautio, Tobias, et al.
(författare)
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An improved procedure for the synthesis of fourteen 4-OH and 3-MeO-4OH metabolites of fentanyl analogues from two intermediates on multi-gram scale
- 2022
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Ingår i: Synthetic Communications. - : Taylor & Francis Inc. - 0039-7911 .- 1532-2432. ; 52:3, s. 392-401
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Tidskriftsartikel (refereegranskat)abstract
- Fentanyl analogues have appeared on the recreational drug market during the last ten years and caused many fatal overdoses around the world due to their high potencies. Their metabolites are of great interest for toxicology, metabolism and identification studies. According to the literature, fentanyl analogues with similar structures have similar metabolism profile. Therefore, a synthetic route that enables synthesis of the corresponding metabolites for several fentanyl analogues would be valuable. Fentanyl analogue metabolites are often polar and tailing on silica gel. Hence, the purification of these substances could be challengeable. In this work, a general synthetic route was developed and described for the multi-gram scale synthesis of 14 potential metabolites of seven fentanyl analogues. The synthetic route is concise and optimized, does not require any use of silica gel purification and is therefore convenient for large-scale synthesis. The overall yields of the metabolites were in the range of 25-57%.
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