Indian Journal of Chemistry

Sect. B : Organic Chemistry including Medicinal Chemistry

VOL. 41B

NUMBER 2

FEBRUARY 2002

CONTENTS

Papers

 

360

Chemical transformations on 6-aryl-3-cyano-4-methylthio-2H-pyran-2-ones: Synthetic and structural studies on novel N-phenylpyrazoles and N-phenylpyrazolylcoumarins

Seven 6-aryl-3-cyano-4-methylthio-2H-pyran-2-ones have been prepared and used for the synthesis of novel N-phenylpyrazoles and N-phenylpyrazolylcoumarins.

 

Ajay Kumar, Sanjay Malhotra, Archana Vats,
Himanshu, Sanjay K Singh, Sunil K Sharma,
Ashok K Prasad*, William Errington, Carl E Olsen, Subhash C Jain & Virinder S Parmar,*

 

 

 

 

 

 

 

368

A convenient one pot synthesis of substituted and unsubstituted 2, 4-diaryl - 5 - oxo - 5, 6, 7, 8- tetrahydro-2-chromenes

 

 

M G Ahmed*, S A Ahmed, U K R Romman,
T Sultana, M A Hena & S Kiyooka

 

 

 

 

 

 

 

372

Synthesis of a series of triaza-macrocyclicanes

Reaction of 2 with various bissulphonate esters 1(n=2,3,4,6 respectively) gives the condensed triamine macrocycles 4 containing N-p-toluenesulfonyl group. p-Toluenesulfonyl group is removed with conc. H2SO4, AcOH-HBr, or LiAlH4 to give macrocycle 5.

 

Jinzhang Gao*, Hui He, Xuan Zhang, Xiaoquan Lu & Jingwan Kang

 

 

376

Synthesis of naphthalene and binaphthyl derivatives via arynes intermediates

 

 

Shadpour E Mallakpour*&  Ramin G Gharehdaghi

 

 

 

 

 

 

379

Synthesis of some modified guanosine derivatives

The coupling reactions of 8-bromo-guanosine with diphenylamine, ethylhydrazineformate, serine, proline and glycine have been accomplished.

 

M S Amer*, A M Amer, A F Sayed Ahmed & W M Farouk,

 

 

 

 

 

 

384

Some studies on the reaction of aliphatic and aromatic amines with terephthaloylacetylene

 

 

 

 

R K Tiwari*, A K Saxena & P S Venkataramani

Nucleophilic addition reactions of primary, secondary and tertiary amines with terephthaloylacetylene have been studied. The primary and secondary amines yield 1:2 cis- and trans- addition products respectively. With tertiary amines i.e., isoquinoline/quinoline, solvent methanol also takes part in the reaction yielding 1:2:2 addition products.

 

 

 

 

 

 

388

Synthesis and anticancer activity evaluation of some hemin and hematoporphyrin derivatives

A number of sulphadrugs and 3,4-diaryl-2-imino-thiazoline are biscoupled with hemin and hematoporphyrin using EDC as a coupling agent and resulting compounds have been evaluated for anticancer activity.

   

 

S M Sondhi*, S Rajvanshi, M Johar &
S G Dastidar

 

 

 

 

 

 

 

 

 

394

Synthesis and biological activities of  new 5-hydrazino-10-substituted-7H-indolo[2,3-c]iso-quinolines and 1-(10-substituted-7H-indolo[2,3-c]isoquinolin-5-yl)-3,5-disubstituted pyrazoles,
-3-methylpyrazol-5-ones and 3,5-disubstituted pyrazolines

Synthesis of new 5-hydrazino-10-substituted-7H-indolo[2,3-c]isoquinolines are reported. These on cyclodehydration with acetyl acetone, ethyl acetoacetate and arylidine acetophenones  in acidic medium furnish respective pyrazoles, pyrazolones and 3,5-disubstituted pyrazolines. These unknown compounds have been screened for their various bilogical activities.

 

S P Hiremath*,  K Rudresh & A R Saundane

 

 

 

 

 

 

 

400

Heterocyclic systems containing bridgehead nitrogen atom: Synthesis and antimicrobial activity of spiro[cycloalkane-1¢,7(8H)-[6H]-trans-3,3a-dihydropyrazolo[3¢,4¢:4,5]thiazolo[3,2-b]-s-tetrazines]

A facile synthesis of trans-3,3a-dihydro-3-aryl-spiro[cycloalkane-1¢,7(8H)[6H]pyrazolo[3¢,4¢:4,5]-thiazolo[3,2-b]-s-tetrazines 3 is reported.

 

Jag Mohan*, Anupama, Ashok Kumar &
Diksha Khatter

 

 

 

 

 

 

 

403

Condensed heterocyclic systems containing bridgehead nitrogen atom: Synthesis and antimicrobial activity of s-triazolo[3, 4-b][1, 3, 4] thiadiazines, thiazolo[3, 2-b]-s-triazoles and isomeric thiazolo[2, 3-c]-s-triazoles

A synthesis of 2-p-fluorophenyl-5-p-bromophenyl-thiazolo[3, 2-b]-s-triazole 5 is described.

 

Jag Mohan

 

 

Notes

 

 

 

407

Synthesis of 2H-1-benzopyran derivatives with a strongly electron-withdrawing substituent at 6-position

A single-step synthesis of 2H-1-benzopyran derivatives 4 via intramolecular Wittig reaction is described.

 

Ali Ramazani* &
Golam Reza Fattahi-Nujokamberi

 

 

 

 

 

 

 

409

Neodymium acetylacetonate. A new heterogeneous catalyst for transfer hydrogenation of carbonyl compounds

 

 

Prodeep Phukan & A Sudalai*

 

 

 

 

 

 

 

411

Synthesis of 2-(2-aminophenyl)-3-hydroxy-quinazolin-4(3H)-one — A synthon of quinazolino [3,2-d][3,1,4]benzoxadiazepinones

Synthesis of 2-(2-aminophenyl)-3-hydroxyquinazolin-4(3H)-one by a novel ring contraction rearrangement is reported.

 

D Sahadeva Reddy, P Pratap Reddy &
P S N Reddy*

 

 

 

 

 

 

 

415

Synthesis of 3-(1-aryl-2-mercaptoimidazolyl)-2H-1-benzopyran-2-one derivatives

3-(2-Anilinoacetyl) coumarins 1 react with KSCN to give 3-(1-aryl-2-mercaptoimidazolyl)-2H-1-benzo-pyran-2-ones 2.  These are converted into corresponding thioethers and thioesters 3.

 

V Rajeswar Rao* & V Ravi Kumar

 

 

 

 

 

 

 

 

419

Preparation and characterization of some organotin(IV) complexes of benzil-a-monoxime thiosemicarbazone as ligand

Some di- and triorganotin(IV) complexes of benzil-a-monoxime thiosemicarbazone have been synthesized by the reactions of corresponding di- and triorganotin(IV) chlorides with the sodium salt of BMTH2 in desired molar ratios.

 

M S Singh* & K Tawade

 

 

 

 

 

 

 

423

A facile electrochemical approach for the synthesis of macrocyclic alkanones

The synthesis of macrocyclic alkanones C14-18 have been carried out by using kolbe symmetrical/
unsymmetrical
dimerization followed by cyclization in Na-xylene and subsequent   reduction with Zn-HCl in 70-80% yield. An effort has been made to optimize the electrochemical step.

 

Arpita Singh, Nishi Singhal, Hemlata Agrawal & Ashok K Yadav*

 

 

 

 

 

 

 

427

Solid support synthesis of fungicidal pyrazoles using microwaves

A series of quinolone substituted pyrazoles have been synthesized using acidic alumina under microwave irradiation.

 

Mazaahir Kidwai*, Richa Sharma &
Preeti Misra

 

 

 

 

 

 

 

430

Synthesis and antimicrobial evaluation of some new pyrido[2, 3-d]pyrimidines and their ribofuranosides

Synthesis and antimicrobial screening of 5, 7-disubsti-tuted pyrido[2,3-d]pyrimidin-2(1H)-ones/dithiones and ribofuranosides have been described.

 

Girwar Singh, Gajendra Singh, Ashok K Yadav & A K Mishra*

 

 

 

 

 

433

Synthesis of some new 4-thiazolidinones as biologically potent agents

The thiaxolidin-4-ones 3a-o and 4a-o have been synthesised by the condensation of thioglycolic acid, thiolactic acid with N-aryl-2-chloroquinolin-3-yl-azomethines 2a-o. The Compounds have been evaluated for their antimicrobial activity.

 

 

Neela J Datta, Ranjan C Khunt & A R Parikh*

 

 

 

 

 

 

 

436

QSAR studies on anti HIV-1 N-substituted betulinic acid amides

QSAR studies, using structural parameters such as equalized electronegativity ‘Xeq’, molecular connectivity ‘1cb’ and hydrophobicity ‘logP’ on a novel series of w-amino alkanoic acid derivatives of betulinic acid, have been discussed. Anti HIV-1 activity of these compounds both in CEM-4 and MT-4 cell cultures is found to correlate well with steric 1cb as well as electronic Xeq parameters. The presence of an amide function is found to be important for activity.

 

 

 

Arun K Srivastava*, Mohd Shakeel &
Arbab A Khan

 

 

 

 

 

 

 

440

A new triterpenic acid from Eucalyptus robusta

A new triterpene,robustanic acid 1 has been isolated from the leaves of Eucalyptus robusta along with, ursolic acid lactone 2, sideroxylin 5, 2a, 3b-dihydroxy-urs-12-ene-28-oic acid 6, ursolic acid 7, b‑sito-sterol‑bd‑glucoside 8 and gallic acid 9. On the other hand, stem resulted in the isolation and characterization of b‑sitosterol 10 and an isomeric mixture of oleanolic acid 11 and ursolic acid 7 have been isolated from the stem. Presence of compounds 6, 7, 8, 9 and 11 in E. robusta is being reported for the first time.

          

 

Monika Khare, S K Srivastava* & A K Singh

 

 

 

 

 

 

 

 

446

Two flavonoid triglycosides from Cassia
 marginata

 

 

Deepa Chauhan*, Renu Rai & J S Chauhan

 

 

 

 

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