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Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

 

VOLUME 43 B

NUMBER 4

APRIL 2004

CONTENTS

 

Advances in Contemporary Research

 

813

Applications of trivalent and pentavalent tantalum in organic synthesis

IPC: Int.Cl.7 C 01 G 35/00

Tantalum chloride is a versatile reagent/catalyst in organic synthesis and has been studied in new C-C bond formation reactions, as well as an efficient Lewis acid in Diels-Alder reaction, protection-deprotection mani­pu­la­tions and Sakurai reaction. This review covers the literature pertaining to tantalum halide published in the last decade.

 

Srivari Chandrasekhar*, Tokala Ramachandar &Tokala Shyamsunder

 

Paper

839

Synthesis of new ortho fused tetracyclic-2-substituted-4H-thiazolo[5,4-c]naphtho[1,2-e] pyran and its derivatives

IPC: Int.Cl.7 C 07 D 311/92

A facile synthesis of new ortho fused 2-substituted-4H-thiazolo [5,4-c]naphtho[1,2-e]pyrans 4a-p is described. These potentially bio-active molecules with slight non-planar geometry also exhibit interesting 1H NMR behaviour.

 

 

A M Kulkarni, N J Malviya & A V Karnik*

 

843

Synthesis of 1,4-bis-(2,4-dimethoxyphenyl)-2,3-bis-(4-methoxybenzyl)butane-1,4-dione

IPC: Int.Cl.7 C 07 C 45/00

The synthesis of meso and racemic 1,4-bis-(2,4-dimethoxyphenyl)-2,3-bis-(4-methoxybenzyl)butane-1,4-dione, a brackenin like molecule from commercially available 2,4-dimethoxybenzaldehyde is described.

 

 

 B Balram*,  B Ram &  S Raghu Ram

 

846

Utility of Vilsmeier Haack reagent in the synthesis of 3-amino-12-chloro quino[3,2-e][1,3]diazocines

IPC: Int.Cl.7 C 07 D 255/00

Application of Vilsmeier condition on 4-hydroxy­quinaldines gives a potential intermediate 4-chloro-3-formyl-2-(2-hydroxy-ethene-1-yl)quinolines which is utilized to prepare quino[3,2-e][1,3]diazocines on treat­ment with guanidine nitrate.

 

1                                              2                                                           12

 

 

R Nandha Kumar, T Suresh, T Dhanabal & P S Mohan*

 

 

 

 

 

 

 

852

Polymer bound Pd(0) phosphine catalyst for homogeneous catalysis

IPC: Int.Cl.7 C 01 G 55/00

Facile synthesis of water-soluble polymer bound Pd(0) phosphine catalyst is described. This recyclable polymeric catalyst is soluble in aqueous or aqueous / organic media and has high activity in nucleophilic allylic substitution, Heck reaction and hydrogenation

 

 

Nirmal Koshti*, Shubhangi Naik & Bharat Parab

 

857

Microwave assisted synthesis of a-(5-substituted-2-hydroxyaryl)-N-aryl nitrones and their NMR and mass spectral studies

IPC: Int.Cl.7 C 07 C 205/4

This article describes the microwave assisted synthesis of several new a-(5-substituted-2-hydroxyaryl)-N-aryl nitrones. The synthesized compounds are fully characterized by their one dimensional and two dimensional NMR spectra. The interesting features of their mass spectra are discussed.

 

2                           3                                                       4

 

V Sridharan , S Muthusubramanian* & S  Sivasubramanian

 

 

 

 

 

 

 

864

Synthesis and insecticidal activity of some 1,3,4-oxadiazoles derived from 2-chloro­pyridine-5-acetic acid

IPC: Int.Cl.7 C 07 D 271/10
// A 01 N 43/72

The synthesis of a number of 1,3,4-oxadiazoles molecules containing 2-chloro-5-methylpyridine moieties is described.

 

 

B Shivarama Holla*,C S Prasanna, Boja Poojary, K S Rao, K Shridhara & U Ganesha Bhat

 

869

Screening of natural products for new leads as inhibitors of IkBa kinase: Coumarin derivatives from plant extracts

IPC: Int.Cl.7 C 07 D 311/10

Mammea  A/AB 1, mammea A/AD 2,  1˘˘˘-acetoxy-mammea E/BB  3  and  mammea A/BB 4 have been  isolated by  bioactive  purification.  All the four compounds 1, 2, 3 and 4 are found to exhibit IkBa kinase inhibitory activity with an IC50 of  37.50, 23.50, 38.00 and 55.50 mM respectively.

 

 

N V S Ramakrishna*, A S Kulkarni, T S More, R G Bhat, S Krishnamurthy E P DeSouza, E K S Vijayakumar, R D Gupte & R V S V Vadlamudi

 

 

Notes

873

A new method for the synthesis of ethyl (1α, 5α, 6α)-3-benzyl-3-azabicyclo[3.1.0]hexane-2,4-dione-6-carboxylate: An intermediate for the trovafloxacin side chain

IPC: Int.Cl.7 C 07 D 221/00

A convenient and high yield process for of ethyl (1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]hexane-2,4-dione-6-carboxylate using a facile endo-exo conversion by DBU is described.

 

 

K C Agrawal, Stuti Srivastava, Vishnu S Singh & Dinesh K Dikshit*, Prosenjit Bose, Pankaj Sharma & Naresh Kumar

 

 

 

 

876

Spiro-bithiazole derivatives of amidino­thiocarbamides: Novel utilization of the synthon 2- arylimino-5-carbethoxy-thiazolidin-4-one

IPC: Int.Cl.7 C 07 D 417/02

Amidinothiocarbamide and 3-arylamidinothio-carba­mides have been utilized in the synthesis of novel spiro-bithiazoles containing the amidino moiety by interaction with 2-arylimino-5-bromo-5-carbethoxy-thiazolidin-4-ones.

 

 

Madhukar S Chande* & Peter V R Carvalho

 

880

1,3-Dipolar cycloadditions: Part VIII ľ
Microwave irradiation assisted synthesis of N-methyl-C-arylnitrones

IPC: Int.Cl.7 C 07 C 205/00, 47/00

N-Methyl-C-arylnitrones have been synthesised in very high yields within a few minutes from N-methyl-hydroxylamine hydrochloride and aryl aldehydes in the presence of sodium hydrogen carbonate in methylene chloride using the microwave irradiation technique.

 

 

Avijit Banerji*, Pizush Kanti Biswas, Piyali Sengupta, Saugandha Dasgupta & Maya Gupta

 

882

A convenient procedure for the synthesis of phthalimides under microwave irradiation

IPC: Int.Cl.7 C 07 D 209/48

A rapid and efficient method for conversion of phthalic anhydrides 1 to phthalimides 2 and 3 under microwave irradiation is reported.

 

 

K Mogilaiah* & G Randheer Reddy

 

885

A simple and convenient synthesis of 4,6-disubstituted 3-cyanopyridin-2(1H)-ones under solvent-free microwave conditions

IPC: Int.Cl.7 C 07 D 213/00

A rapid and efficient method for the preparation of 4,6-disubstituted 3-cyanopyridin-2(1H)-ones 2 by the reaction between 1,3-diarylpropen-1-ones 1 and cyano­acetamide using powdered potassium hydroxide under microwave irradiation is reported.

 

 

1                                                                                                               2

 

 

Chaitanya G Dave, Dhaval A Shah & Yadvendra K Agrawal*

 

888

Efficient chemoselective liquid phase acylation of amines, alcohols and bifunctional compounds over ZSM-35

IPC: Int.Cl.7 C 01 B 39/00

 

 

R Srivastava & N Venkatathri*

ZSM-35, a medium pore zeolite, has been synthesized using ethylene diamine as organic template. The catalyst is used in the acylation of different amines, alcohols and bifunctional compounds. This material is found to be active and selective acid catalyst, exhibits not only very good activity but also very high chemo-selectivity towards monoacylation of bifunctional compounds. This material is more reactive for smaller organic compounds because of its pore dimension.   In case of bifunctional compounds like amino alcohols, amines are selectively acylated at lower temperature.

892

Acetylation of alcohols, phenols, thiols and amines catalysed by H-beta zeolite

IPC: Int.Cl.7 C 01 B 39/00

 

 

 

 

Pallooru Muni Bhaskar & Duraikkannu Loganathan*

 

95

Selective halogenation of 1-(2-hydroxy­phenyl)-3-phenylpropane-1, 3-diones using phase transfer catalysis and synthesis of 3-chloro- and 3-bromo-flavones

IPC: Int.Cl.7 C 07 D 311/02

Selective chlorination and bromination of 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones have been achieved by their reaction with ammonium chloride/ammonium bromide and hydrogen peroxide in biphase medium using phase transfer catalysis.

 

  

 

J K Makrandi*, Shashi & Surender Kumar

 

897

Synthesis and biological activity of esters of 2-methyl-1,8-naphthyridine-3-carbamic acid

IPC: Int.Cl.7 C 07 C 269/04

// A 61 P 31/04, 31/10

2-Methyl-1,8-naphthyridine-3 carbazide 3, obtained from ethyl 2-methyl-1,8-naphthyridine-3-carboxylate 1, on heating with alcohols afforded 2-methyl-1,8-naphthyridine-3-carbamates 5.  They have been screened for their antimicrobial activity.

 

 

 

D Ramesh & B Sreenivasulu*

 

901

Synthesis and molluscicidal activity of (2-substituted)-spiro(cyclohexane)-1,5-[1,3,4] oxa/thiadiazolo[3,2-c] thiazolines

IPC: Int.Cl.7 C 07 D 271/10, 285/12

(2-Substituted)-spiro(cyclohexane)-1˘,5-[1,3,4]oxadia­zolo­­thia­­diazolo[3,2-c] thiazolines 3 and 6 have been synthesised.

 

 

 

Nizamuddin* & A Singh

 

906

Synthesis and microbiological activities of some pyrazolines and cyanopyridines

IPC: Int.Cl.7 C 07 D 245/00
// A 61 P 31/04, 31/10

A series of novel 1-H-3-aryl-5-(4˘-cinnamoyloxyphenyl)- pyrazolines 3, 2-amino-3-cyano-4-(4˘-cinnamoyloxy­phenyl)-6-aryl-pyridines 4, have been synthesized and evaluated for microbiological activities.

 

 

 

Sohit Rajvaidya, Jaladhi Vasavada & H H Parekh*

 

909

Synthesis and biological evaluation of pyrido-[1,2-a] pyrimidine and isoxazoline derivatives

IPC: Int.Cl.7 C 07 D 239/00
// A 61 P 31/04, 31/10