• Title/Summary/Keyword: One-pot reaction

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Synthesis and Magnetic Properties of Dendron Capped Fe2O3 Nanoparticles

  • George, Sheby M.;Hong, In-Seok;Kim, Jin-Kwon
    • Bulletin of the Korean Chemical Society
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    • v.29 no.8
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    • pp.1545-1553
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    • 2008
  • Using a one-pot reaction technique, monodisperse $\gamma-Fe_2O_3$ nanoparticles were prepared by thermal decomposition of Fe$(CO)_5$ in the presence of a long alkyl chain terminated dendron surfactant. The size of the particles is controlled by adjusting the concentration of the dendron ligands in the reaction solution. Spherical, 2 nm sized nanoparticles were obtained with a 3:1 ratio of dendrons to Fe$(CO)_5$, while 4.6 nm sized particles were formed with a 1:3 ratio. Superparamagetic properties of 2 nm, 4 nm, and 4.6 nm sized particles were measured using a SQUID magnetometer.

L-Proline as an Efficient Catalyst for the Synthesis of 2,4,5-Triaryl-1H-Imidazoles

  • Shitole, Nana V.;Shelke, Kiran F.;Sonar, Swapnil S.;Sadaphal, Sandip A.;Shingate, Bapurao B.;Shingare, Murlidhar S.
    • Bulletin of the Korean Chemical Society
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    • v.30 no.9
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    • pp.1963-1966
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    • 2009
  • L-Proline has been found to be an efficient organocatalyst for one-pot synthesis of 2,4,5-triaryl substituted imidazole by the reaction of an aldehyde, a benzil and an ammonium acetate. The short reaction time and excellent yields making this protocol practical and economically attractive.

Development of an Isolable Active Ester, Diethyl Thiophosphoryl [(Z)-(2-Aminothiazol-4-yl)-2-(Methoxyimino)acetate (DAMA) for the Synthesis of Cefotaxime

  • Yoon, Man-Young;Lee, Hee-Bong;Shin, Hyun-Ik
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.407-410
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    • 2011
  • An isolable activated ester, diethyl thiophosphoryl [(Z)-(2-aminothiazol-4-yl)-2-(methoxyimino)acetate (9a, DAMA) was prepared in high purity, which was at least stable for 7 d at $25^{\circ}C$ and 6 months at $5^{\circ}C$. Its reaction with 7-ACA (4) in the presence of tributylamine in i-PrOH provided cefotaxime (1) of high purity in good yield. Preparation of DAMA and its reaction with 7-ACA (4) to 1 was performed in one-pot manner, respectively with minimal unit operations of stirring and filtration.

Synthesis of 5-Chloro-3-[4-(3-diethylaminopropoxy)benzoyl]-2(4-methoxyphenyl)benzofuran as a $\beta-Amyloid$ Aggregation

  • Choi, Hong-Dae;Seo, Pil-Ja;Son, Byeong-Wha;Kang, Byoung-Won
    • Archives of Pharmacal Research
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    • v.26 no.12
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    • pp.985-989
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    • 2003
  • An efficient synthesis of 5-chloro-3-[4-(3-diethylaminopropoxy)benzoyl]-2-(4-methoxyphenyl)benzofuran (8), a potent $\beta$-amyloid aggregation inhibitor, is described. 5-Chloro-2-(4-methoxyphenyl)benzofuran (3) was obtained by the one-pot synthesis of 4-chlorophenol with $\omega$(methylsulfinyl)-p-methoxyacetophenone (1) under Pummerer reaction conditions, and it was followed by the desulfurization of the resultant 5-chloro-3-methylthio-2-(4-methoxyphenyl)benzofuran (2e). Acylation of benzofuran 3 with 4-(3-bromopropoxy)benzoyl chloride (6) gave the ketone 7, which was converted into compound 8 by the treatment of diethylamine.

An Efficient Synthesis of Poly-Substituted Phenols and Pyridines from Morita-Baylis-Hillman Acetates and Diethyl Oxalacetate

  • Yu, Jin;Kim, Ko Hoon;Lee, Hyun Ju;Kim, Jae Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.34 no.10
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    • pp.3027-3032
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    • 2013
  • Various phenol derivatives were synthesized in a one-pot reaction from MBH acetates and sodium diethyl oxalacetate via a [4C+2C] cyclization protocol. In addition, some pyridine derivatives could also be synthesized using the same starting materials, by isolating the $S_N2^{\prime}$ reaction intermediate and performing the cyclization with $NH_4OAc$.

Montmorillonite Clay Catalyzed Three Component, One-Pot Synthesis of 5-Hydroxyindole Derivatives

  • Reddy, B.V. Subba;Reddy, P. Sivaramakrishna;Reddy, Y. Jayasudhan;Bhaskar, N.;Reddy, B. Chandra Obula
    • Bulletin of the Korean Chemical Society
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    • v.34 no.10
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    • pp.2968-2972
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    • 2013
  • A highly efficient and environmentally benign protocol has been developed for the first time to produce a wide range of biologically active 5-hydroxyindole derivatives using montmorillonite KSF clay as a reusable solid acid catalyst. The use of recyclable clay makes this procedure quite simple, more convenient and cost-effective.

An Improved Convergent Approach for Synthesis of Erlotinib, a Tyrosine Kinase Inhibitor, via a Ring Closure Reaction of Phenyl Benzamidine Intermediate

  • Asgari, Davoud;Aghanejad, Ayuob;Mojarrad, Javid Shahbazi
    • Bulletin of the Korean Chemical Society
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    • v.32 no.3
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    • pp.909-914
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    • 2011
  • An improved convergent and economical method has been developed for the synthesis of erlotinib, a 4-anilinoquinazoline and an EGFR-tyrosine kinase inhibitor for treatment of non-small-cell lung cancer. The final two steps for the formation of this 4-anilinoquinazoline from suitable 2-aminobenzonitrile intermediate and 3-ethynylaniline were modified and were performed in a simple one-pot reaction. The ring-closing mechanism for the formation of erlotinib from the suitable formamidine intermediate and 3-ethynylaniline was investigated and determined to proceed via the formation of phenyl benzamidine intermediate rather than involving Dimroth rearrangement reported earlier. The new benzamidine intermediate was isolated for the first time and characterized.

Preparation of 2,9-Dimethyl-6H,13H-dibenzo[d,i][1,6]dithiecin-7,14dlone by Sodium Azide-Promoted Cyclodimeri-zation of o-Acylthiophenacyl Chloride

  • Yu, Seong U;Kim, Min Gyeong;Lee, Gi Jeong
    • Bulletin of the Korean Chemical Society
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    • v.21 no.8
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    • pp.797-800
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    • 2000
  • The reaction of o-acylthiophenacyl chloride 5a with onc equivalent ofsodium azide in aqueous acetone at-10~ $-5^{\circ}C$ gave 2,9-dimethyl-6H,I3H-dibenzo[d,i][1,6]dithiecin-7,14-dione 7(10%),acyclic dimer 8(64%),and tri-mer 9 (8%). Dimer 8 and trimer 9 we re converted readily to 7 under the similar conditions at room temperature in yields of 72% and 53%,respectivel. Also, one pot synthesis of 7 (64%, 45%) from the reaction of 5a or 5b with two equivalents of sodium azide at room temperature was very successful.

Synthesis and Characterization of 14-Membered Tetraaza Macrocycles with N-Ethyl Groups and their Nickel(Ⅱ) and Copper(Ⅱ) Complexes

  • Kang Shin-Geol;Kweon Jae Keun
    • Bulletin of the Korean Chemical Society
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    • v.13 no.3
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    • pp.256-259
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    • 1992
  • The 14-membered tetraaza macrocyclic ligand 1,8-diethyl-5,12-dimethyl-1,4,8,11-tetraazacyclote tradeca-4,11-diene(B) can be synthesized as its dihydroperchlorate salt by the one-pot reaction of 2-ethylaminoethylamine, methylvinyl ketone, and perchloric acid in absolute ethanol. The reaction of Ni(II) or Cu(II) ion and the salt yields $[M(B)]^{2+}$ (M = Ni(II) or Cu(II)), which reacts with $NaBH_4$ to produce $[M(D)]^{2+}$ (D = 1,8-diethyl-5,12-dimethyl-1,4,8,11-tetraazacyclote tradecane). The complexes $[M(L)]^{2+}$ (L = B or D) have planar geometry and contain two ethyl groups at the donor nitrogen atoms of the ligands. The red solids $[Cu(B)](X)_2(X)$ = $ClO_4-$ or $PF_6^-$) react with water molecules of atmospheric moisture to produce the purple solids in which water molecules are coordinated to the metal ion. Synthesis, characterization, and the properties of the new N-ethylated macrocyclic ligands and their Ni(II) and Cu(II) complexes are reported.

Synthesis of Quinolinones for Novel Flavonoid Derivatives

  • Park, Myung-Sook;Park, Hae-Sun;Yoon, Myung-Sun;Kim, Nan-Young;Lee, Jae-In
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.241.2-241.2
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    • 2003
  • We report the synthesis of key intermediates for the development novel flavonoid derivatives with potential antiinflammatory activity and propose a mechanism of the one-pot reaction. The various amines (1) for this work were commercially available. Secondary amines (2) were formed by nucleophilic attraction using ethyl benzoylacetate. The C-N bond formation proceeded at refluxing in toluene with catalytic amount of p-toluenesulfonic acid and a removal of water was important in this reaction. (omitted)

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