• Title/Summary/Keyword: Substituted aldehydes

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Some Reactions of 3-Methyl-5-oxo-1-phenyl-Δ2-pyrazoline-4-thiocarbohydrazide

  • Kandeel, Maymona M.;Abbady, Mohamed S.;Youssef, Mohamed Salah K.
    • Bulletin of the Korean Chemical Society
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    • v.23 no.1
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    • pp.41-47
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    • 2002
  • The reactions of 3-methyl-1-phenyl-5-oxo-${\Delta}^2$-pyrazoline-4-thiocarbohydrazide towards phenyl isothiocyanate, sodium nitrite, cyclohexanone, aromatic aldehydes, and carbon disulphide has been studied. The Vilsmeier-Haack reaction has been applied on 4-substituted pyrazolone derivatives.

Synthesis of Salens and Their Cobalt Complexes from Meso-1,2-Diamine and Their Anti-Cancer Property (메소-1,2-디아민을 이용한 Salen-코발트 착화합물의 합성과 항암효과)

  • Koh, Dong-Soo
    • Journal of Applied Biological Chemistry
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    • v.53 no.2
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    • pp.108-111
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    • 2010
  • New salens (3) and their Cobalt complexes (4) were prepared from meso-1,2-bis(ortho-hydroxyphenyl)-1,2-diaminoethane (1) and substituted salicylic aldehydes (2). In contrast to symmetric structure of salen ligand (3), salen-Co(III) complexes (4) showed dissymmetric molecular structure due to participation of three hydroxyl groups in complex formation. One of the salens (3b) revealed decrease in Cyclin D1 expression, which represents anti-cancer property.

Efficient Synthesis of β-Acetamido Ketones by Silver(I) Triflate-Catalyzed Multicomponent Reactions

  • Pandit, Rameshwar Prasad;Lee, Yong Rok
    • Bulletin of the Korean Chemical Society
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    • v.33 no.11
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    • pp.3559-3564
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    • 2012
  • An efficient one-pot synthesis of ${\beta}$-acetamido ketones was accomplished by AgOTf-catalyzed multicomponent reactions of substituted acetophenones with aromatic aldehydes and acid chloride in acetonitrile in high yields. The methods offer several significant advantages of easy handling, mild reaction conditions, and use of effective and non-toxic catalyst.

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.

Ammonium Acetate: An Efficient Reagent for the One-pot Synthesis of 5-Aryl-7,8,13,14-tetrahydrodibenzo[a,i] phenanthridines, 2,4-Diaryl-6,7-benzo-3-azabicyclo[3.3.1]nonan-9-ones and α,α'-Bis(substituted benzylidene)cycloalkanones

  • Karthikeyan, Natesan Sundaramurthy;Sathiyanarayanan, Kulathu Iyer;Aravindan, Paduthapillai Gopal
    • Bulletin of the Korean Chemical Society
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    • v.30 no.11
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    • pp.2555-2558
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    • 2009
  • The condensation of cyclic ketone with aromatic aldehydes in the presence of ammonium acetate under ethanol media affords the corresponding 5-aryl-7,8,13,14-tetrahydrodibenzo[a,i]phenanthridine with excellent yield. This mild and efficient procedure with high yield is also applied to the synthesis of 2,4-diaryl-6,7-benzo-3-azabicyclo- [3.3.1]nonan-9-ones and ${\alpha},{\alpha}{$’-bis(substituted benzylidene)cycloalkanones.

Synthesis of Novel 6,7,8,9-Tetrahydro-5H-5-hydroxyphenyl-2-benzylidine-3-substituted Hydrazino Thiazolo (2,3-b) Quinazoline as Potent Antinociceptive and Anti-inflammatory Agents

  • Selvam, T. Panneer;Kumar, P. Vijayaraj
    • Bulletin of the Korean Chemical Society
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    • v.31 no.11
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    • pp.3265-3271
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    • 2010
  • A series of 6,7,8,9-tetrahydro-5H-5-hydroxyphenyl-2-benzylidine-3-substituted hydrazino thiazolo (2,3-b) quinazolines have been synthesized to meet the structural requirements essential for anti-inflammatory and antinociceptive properties. The synthesized series of heterocycles, 6,7,8,9-tetrahydro-5H-5-hydroxyphenyl-2-benzylidine-3-substituted hydrazino thiazolo (2,3-b) quinazoline by the reaction of 6,7,8,9-tetrahydro-5H-5-hydroxy phenyl thiazolo (2,3-b) quinazolin-3(2H)-one with appropriate hydrazine hydrate and ketones/aldehydes in the presence of anhydrous sodium acetate and glacial acetic acid as presented in Scheme 1. Their antinociceptive activity were evaluated by tailflick technique, anti-inflammatory was evaluated by carrageenan-induced paw edema test and their ulcerogenicity index determined by reported protocol. The compounds exhibited the lowest ulcer index ($0.51{\pm}1.63$, $0.48{\pm}1.28$ and $0.50{\pm}1.53$, respectively. The 6,7,8,9-tetrahydro-5H-5-hydroxy phenylhydroxy-2-benzylidine-3-(N'-3-pentylidenehydrazino) thiazolo (2,3-b) quinazoline and 6,7,8,9-tetrahydro-5H-5-hydroxy phenyl-2-benzylidine-3-(N'-2-pentylidene-hydrazino) thiazolo (2,3-b) quinazoline exhibited the most potent antinociceptive and anti-inflammatory activities.

Preliminary studies on Insecticidal activities of 5-substituted pyrazole oxime ether derivatives (새로운 pyrazole oxime ether 유도체의 살충활성 연구)

  • Park, No-Joong;Park, Hyun-Ja;Park, Min-Sup;Lee, Kee-In
    • The Korean Journal of Pesticide Science
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    • v.8 no.4
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    • pp.258-264
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    • 2004
  • The pyrazole family was discovered as effective insecticides/acaricides, and fenpyroximate and tebufenpyrad were introduced in the market. In this study, new series of pyrazole oxime ethers were designed and synthesized. The pyrazolone 1 was prepared by the condensation of ethyl acetoacetate with methylhydrazine, and then subsequently subjected to the Vilsmeier-Haack chloroformylation yielding 4-formyl-5-chloro-pyrazole 2. The nucleophilic aromatic substitution of 2 generally allowed the introduction of a wide range of heterocycles into the pyrazole ring. The resulting pyrazole aldehydes 3a-i were readily converted to the corresponding pyrazole oxime derivatives 4a-i, and subsequently to 5-substituted pyrazole oxime ether derivatives 6a-i. The screening assay results clearly show that the activities of 6d were comparable to those of fenpyroximate (6a) against BPH, DBM, and TSSM. It indicates that 6d has a potential to be developed as an insecticidal agent.

One-pot Synthesis of Benzimidazoles and Benzothiazoles in the Presence of Fe(HSO4)3 as a New and Efficient Oxidant

  • Eshghi, Hossein;Rahimizadeh, Mohammad;Shiri, Ali;Sedaghat, Parisa
    • Bulletin of the Korean Chemical Society
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    • v.33 no.2
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    • pp.515-518
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    • 2012
  • A series of substituted benzimidazoles and benzothiazoles were prepared through the one-pot reaction of ophenylenediamine and o-aminothiophenol with various aldehydes in the presence of ferric hydrogensulfate both in EtOH and water as solvent. The reactions proceed smoothly in excellent yield, high chemoselectivity and with an easy work-up.

Synthesis of Biologically Active Chalcones and their Anti-inflammatory Effects

  • Jeon, Jae-Ho;Kim, Si-Jun;Kim, Cheol-Gi;Kim, Jin-Kyung;Jun, Jong-Gab
    • Bulletin of the Korean Chemical Society
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    • v.33 no.3
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    • pp.953-957
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    • 2012
  • Chalcones have been reported to have various biological activities including antitumor, antiparasitic, antileishmanial, antioxidative, superoxide scavenging, antibacterial, and PTP1B activity. Due to the limited natural resources, we had to prepare sizable quantities of biologically active chalcones for bio-tests. Therefore, Claisen-Schmidt condensation between substituted acetophenones and corresponding aldehydes enabled us to prepare chalcones for inflammatory studies. Chalcones thus prepared showed significant suppression of nitric oxide (NO) production at $10{\mu}M$.

Microwave Assisted One-pot Synthesis of Novel α-Aminophosphonates and heir Biological Activity

  • Rao, Alahari Janardhan;Rao, Pasupuleti Visweswara;Rao, Valsani Koteswara;Mohan, Challamchalla;Raju, Chamarthi Naga;Reddy, Cirandur Suresh
    • Bulletin of the Korean Chemical Society
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    • v.31 no.7
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    • pp.1863-1868
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    • 2010
  • A simple and efficient synthesis of various $\alpha$-aminophosphonates (3a-l) by the reaction of substituted aromatic/heterocyclic aldehydes, 2-amino-6-methoxy-benzothiazole and dibutyl/diphenyl phosphites under microwave irradiation without catalyst was accomplished. The phosphonates were characterized by elemental analysis, IR, $^1H$, $^{13}C$- and $^{31}PNMR$ spectra. They showed promising antimicrobial, anti-oxidant activities depending on the nature of bioactive groups at the $\alpha$-carbon.