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Indian Journal of Chemistry

Sect. B : Organic Chemistry including Medicinal Chemistry

 

 

VOLUME 42B

NUMBER 11

NOVEMBER 2003

 

CONTENTS

Rapid Communications

 

 

 

2805

Ligands and Ru catalysts, Ru DAB, Salen and DMSO complexes catalyzed selective transfer hydrogenation of ketones and aldehydes

Salen, DAB and DMSO Ru complexes are excellent and selective catalysts for the transfer hydrogenation of ketones and aldehydes using i-C3H7OH as the transfer hydro­genating agent.

 

 

 

Suresh Iyer* & Aruna K Sattar

 

 

 

 

 

Papers

 

 

 

2808

Synthesis of 4-(1-oxo-isoindoline)-, 4-(5,6-dimethoxy-1-oxo-isoindoline) and 4-acet­ami­do- substituted phenoxy-3-amino-propane derivatives and their b1-, b2-adrenergic receptor binding studies

The synthesis of 4-(1-oxo-isoindoline)- and 4-(5,6-dimethoxy-1-oxo-isoindoline)-substituted phenoxy-3-ami­no-propane derivatives and their beta adrenoceptor binding affinity and selectivity in turkey erythrocyte membrane (b1) and lung homogenate of rats (b2) is reported.

 

 

 

 

Dharam Paul Jindal, Babita Singh,
Neelam Sharma, Mohane S Coumar*,
Giancarlo Bruni & Paola Massarelli

 

 

 

 

 

 

 

2814

Selective and efficient heterogeneous hydra­tion of nitriles to amides using silica sup­ported manganese dioxide

A highly efficient and selective method for hydration of nitriles to amides under heterogeneous reaction condition using silica supported manganese dioxide has been carried out. The method and mechanism of the reaction has been discussed.

 

 

 

 

Bhushan M Khadilkar &
Virendra R Madyar*

 

 

 

 

 

 

 

 

2820

Synthesis and crystal structure of 2-[1-phenyl-3-methyl-5-oxo-pyrazol-4-ylidene]-4-methyl-1,5-benzodiazepine

Synthesis of a new 1,3-difunctionnal synthon derived from pyrazolopyrane, which constitutes an interesting precursor in preparation of new benzodiazepine derivative are reported.

 

 

 

B Djerrari, E M Essassi*, J Fifani,
B Garrigues & M Pierrot

 

 

 

 

 

 

 

2828

Syntheses and QSAR studies of sorbic, cinnamic and ricinoleic acid derivatives as potential antibacterial agents

Esters and amides of sorbic, cinnamic and ricinoleic acid have been synthesized and evaluated for their antibacterial activity against S. aureus, B. subtilis and E. coli. The QSAR studies in these compounds indicate a major contribution of electronic and steric parameters.

 

 

 

CH3-CH=CH-CH=CH-COOR

            S1-10   

C6H5-CH=CH-COOR

C1-10

CH3-(CH2)5-CH(OH)-CH2-CH2-CH=CH-(CH2)7COOR

R1,4.

  

 

B Narasimhan, U R Kothawade,
D S Pharande, V K Mourya &A S Dhake*

 

 

 

 

 

 

 

2835

Synthesis and antimicrobial activities of  some quinoxalinonyl amino acid and  peptide derivatives

The synthesis and antimicrobial screening of some 3-methyl-2(1H)-quinoxalinon-1-yl acetyl amino acid, peptide, diamine,thiazolyl and benzothiazolyl derivatives, in addition to three copper complexes, have been described. The synthesized compounds have been screened against E.coli, P. aeroginosa, S. aureus and B.subtilis. It is noteworthy, to mention that, the complex formation enhance considerably the antimicrobial action.

 

 

 

 

 

A Y Ali, EzzEl-Din M Salem, J A Hasananen & M E Abdel-Fattah*

 

 

 

 

 

 

 

2846

Synthesis and anti-proliferative activity in vitro of new 5-(2-amino-3-pyridyl)-2-thioxo-3H-1,3,4- oxadiazole derivatives

Reaction of 5-(2-amino-3-pyridyl)- 2-ethoxy-carbonyl­thio-1,3,4-oxadiazole 5 with some primary and secondary amines under different conditions leads to the formation of aryl-(cycloalkyl-, aryl)-amincarbamylmethylthio- 6-10 or aryl-(cycloalkyl-, aryl)-amino- 11-16. Selected compounds have been tested for their biological activity.

 

 

 

 

H Liszkiewicz*, M W Kowalska, J Wietrzyk  & A Opolski

 

 

 

 

 

 

 

2853

Evaluation of some new 1,3-disubstituted 2-thioxo-4,5-imidazolidinediones as hypnotic agents

Nineteen new imidazolidinedione derivatives  are synthesized and their structures are determined by the elemental analyses and spectral data (IR, 1H NMR, EIMS). Hypnotic activities of  the compounds are reported.

 

 

 

 

R= C6H5, 4-CH3C6H4, 4-FC6H4, 4-ClC6H4, 4-BrC6H4, 4-NO2C6H4, C6H11, R1= C6H5, R2= 4-CH3C6H4, 3-CH3C6H4, 2-ClC6H4, 4-NO2C6H4, 2-NO2C6H4, 4-COOHC6H4, 2,5-(OH)BrC6H3, 3,4-(OCH3)(OH)C6H3, 3,4-(OCH2O)C6H3, 3,4-(OCH3)2C6H3, 5-nitro-2-furyl

 

 

 

N Ulusoy*, E Gürsu, S Özkırımlı, A C Ekinci & İ Dikici

 

 

 

 

 

 

 

2858

Isolation of some novel phytoconstituents from Anaphalis araneosa roots

The roots of Anaphalis araneosa DC. (Asteraceae) contain 3b-hydroxyolean-12-en-30-oic acid (anaphali­soleanenoic), 5,9,13-trimethyl-eicos-5-en-17,18-diol-24-oic acid (anaphalisoic acid) and bisabol-1 (7)- 2, 4 (13), 11 (12)-tetraen-15-ol-14-oic acid (araneosoic acid).

 

 

 

 

 

 

S K Sharma, M Ali* & S R Mir

 

 

   
Notes

 

 

 

2863

A single step preparation of p-sulphonated calixarenes

Calix[n]arene sulphonic acids (n=4, 6, 8) have been prepared by direct ipso-substitution of respective  p-tert-butylcalix[n]arenes and their methyl ethers.

 

 

 

 

 

 

Satish Kumar, H M Chawla &
R Varadarajan*

 

 

 

 

 

 

 

2866

Stereoselective formation of steroidal (6R)-spiro oxazolidines

Reaction of steroidal -6- ketones 1-3 with R(-)-2-amino butanol in the presence of p-TsOH afford selectively respective steroidal (6R) – spiro oxazolidines 4-6.

 

 

 

1-3                                                                                   4-6

                                1, 4                  R = OAc

                                2, 5                  R = Cl

                           3, 6                  R = H

 

 

 

Kamlesh Sharma, Kishwar Saleem* & Anwar Salim

 

 

 

 

 

 

 

 

2869

Synthesis of new steroidal oxime-ether derivatives

Reaction of steroidal keto oximes 1-3 with chloro­ethyl­amine hydrochloride in the presence of sodium methoxide afford aminoethoxyiminocholestenes 4 - 6.

 

 

 

 

 

Shamsuzzaman*, Anwar Salim,
Indu Nihilani & Nazish Siddiqui

 

 

 

 

 

 

 

2872

Synthesis of new steroidal oxazoles and thiazoles

Reaction of steroidal a-bromoketones 1-3 with urea and thiourea, separately in ethanol afford steriodal oxazoles
4-6 and thiazoles 7-9, respectively.

 

 

                                                               1-3                                                                                     4-9 X=O,S

 

Shamsuzzaman, Anwar Salim,
M Khursheed Akram, Kishwar Saleem &
Nazish Siddiqui

 

 

 

 

 

 

2875

  1. An improved synthesis of N-arylsulphonyl-2- imidazolidinones through reaction of N-aryl sulphonylaziridines with isocyanates cata­lysed by lithium Iodide

 

N-Arylsulphonylaziridines react with propyl, benzyl and benzoyl isocyanates in the presence of LiI to give improved yield of the corresponding 2-imidazolidinones.

 

R= Propyl, benzyl, benzoyl

 

 

U K Nadir* & Susan Joshi

 

 

 

 

 

 

 

 

2878

Solid phase reduction of oxazolones using BER-Ni2¾ A simple synthesis of N-benzo­yl­­phenylalanines

Borohydride exchange resin (BER)-Ni2B is successfully used as a reagent for the solid phase reduction of the C-4 exocyclic double bond of oxazolones to give the N-benzoylphenylalanines and hence the corresponding amino acids.

 

 

Atul P Sikdar, Ajoy B Chetri  &
Pranab J Das*

 

 

 

 

 

 

 

2882

Magnesium/ ammonium formate promoted rapid, low-cost and selective reduction of nitro compounds

Nitro compounds are selectively and rapidly reduced to their corresponding amines in the presence of other functional groups, by employing magnesium powder and ammonium formate.

 

R-NO2  R-NH2

R= alkyl or aryl

 

 

G R Srinivasa, K Abiraj &
D Channe Gowda*

 

 

 

 

 

 

 

2885

Hydrazine/magnesium mediated cost-effective and selective reduction of nitro compounds

Magnesium catalyzed reduction of both aliphatic and aromatic nitro compounds using hydrazine is described.

 

         R= alkyl or aryl

 

G R Srinivasa, K Abiraj &
D Channe Gowda*

 

 

 

 

 

 

 

2888

RuCl3, a mild and efficient catalyst for tetrahydropyranylation of alcohols and deprotection of tetrahydropyranyl ethers

RuCl3 in dry acetonitrile catalyzes efficiently tetra­hydropy­ranylation of different types of alcohols to afford the corresponding tetrahydropyranyl ethers in high yields. Deprotection of tetrahydropyranyl ethers can also be achieved efficiently in the presence anhydrous ruthenium trichloride in wet acetonitrile

 

 

F Kazemi*, A R Kiasat* & S Ebrahimi

 

 

 

 

 

 

 

 

2890

A rapid method for oxidative deprotection of trimethylsilyl ether with wet alumina supported Dess-Martin periodinance in solventless system under microwave irradiation

 

 

 

S Hossein Abdi Oskooie*, Majid M Heravi, Noohshin Sarmad, Akbar Saednia &
Mitra Ghassemzades

 

 

 

 

 

 

 

2892

Microwave-assisted synthesis and antimicro­bial activity of some new thiazoli­dinones

The synthesis of 4a-m have been accomplished by treating 4-[5-(4-oxo-3-phenyl-2-phenyliminothiazolidin-5-ylidenemethyl)furan-2-yl]benzoic acid in the presence of ammonium acetate under microwave irradiation. All the products have been evaluated in vitro for antimicrobial activity.

 

                                                                                                                               4 a-m              R=Aryl

 

 

V A Sodha, H M Hirpara, A M Trivedi,
B L Khatri & A R Parikh*

 

 

 

 

 

 

 

2896

Synthesis and antimicrobial activity of some new 1-cyclohexyl-3-carbethoxy-2-methyl-5-oxa­­­diazolyl/triazolyl and pyrrolyl­amino­car­bonyl­­methoxyindoles

 

 

 

Guru S Gadaginamath* & Shashikant R Pujar

 

 

2901

Synthesis of biologically active 5-benzo­pyr­anyl­­pyridines and triazolopyridines

The facile synthesis of 5-benzopyranylpyridine and triazolopyridine derivatives from chalcones of 4-hydroxycoumarin is discussed.

 

V V Mulwad* & Rupesh B Pawar

     

2905

Two new pentacyclic triterpene glycosides from the bark of Terminalia arjuna

The structures of two new pentacyclic triterpenoid glycosides have been characterized as olean-3a, 22b-diol-12-en-28-oic acid-3-O-b-d-glucopyranosyl (1®4)-b-d-glucopyranside 1 and olean-3b, 6b,22a-triol-12-en-28-oic acid-3-O-b-d-glucopyranosyl(1®4)-b-d-glucopyrano­side 2, on the basis of spectral data analyses and chemical studies.

   

 

 

                                                          1                                                                                   2

  Asif Ali, S Tarique Abdullah, Hinna Hamid, Mohammed Ali* & M S Alam  

Authors for correspondence are indicated by (*)