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Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

 

 

 

VOLUME 43 B

NUMBER 5

MAY 2004

 

CONTENTS

Rapid Communications

 

922

Alkylation of isonitrile derivatives with 2, 2˘-bis(bromomethyl)-1,1˘-biphenyl

 

IPC: Int.Cl.7 C 07 C 291/10

Ethyl isocyanoacetate and TosMIC are alkylated with 2,2˘-bis(bromomethyl)-1,1˘-biphenyl to give the corres­ponding seven-membered ring compounds.

 
  Sambasivarao Kotha* & Manoranjan Behera  
Papers

927

3, 6-Dibenzoxyl-1,2-pyridazine: A new versatile benzoyl transferring agent for NH2, -OH and -SH benzoylations

IPC: Int.Cl.7 C 07 D 237/00

 

Dibenzoyl maleic hydrazide, readily prepared from maleic hydrazide serves as a versatile benzoyl transferring agent for  amines, phenols,  alcohols,  thiols etc. under mild conditions to provide high yields of benzoylated products.

 
  Sabir Hussain  Mashraqui* & Jadhav Latika Shivaji  

936

Mild and selective oxidation of alcohols and deoximation of oximes over supported quinolinium fluorochromate

 

IPC: Int.Cl.7 C 07 B 31/00, C 07 C 31/00

QFC-silica gel selectively oxidises primary hydroxyl groups in the presence of secondary hydroxyl group. Selectivity is also observed in the oxidation of axial hydroxyl group in preference to equitorial group. Parent carbonyl compounds are regenerated in good yield from the oximes. Its mildness is exhibited in the oxidation of alcohols with acid sensitive groups. The supported reagent is stable over a period of twelve weeks.

 

 

G Abraham Rajkumar, V Sivamurugan, Banumathi Arabindoo & V Murugesan*

 

947

Synthesis of quinoxalin-2-ones linked to pyra­zolines and pyrazoles

IPC: Int.Cl.7 C 07 D 215/00 // A 61 K 314/98

Reaction of 3 with hydrazonoyl 4 bromide provides product 7.

 

 

S Ferfra, N H Ahabchane, B Garrigues & E M Essassi*

 

 

 

 

 

 

 

952

Unambiguous structural assignment of mono­anils obtained from 2, 3-pyridine­diamines

IPC: Int.Cl.7 C 07 D 211/00

The reaction of 2,3-pyridinediamines 1 with aromatic aldehydes results in monoanils 2, which on dehydrogenative cyclization yield imidazopyridines 3. The structures of monoanils are unambiguously confirmed by their single crystal X-ray analyses.

 

 

 

 

P K Dubey*, R Vinod Kumar, Subhash M Kulkarni & G Hema Sunder, Graham Smith &Collin H Kennard

 

957

Studies on synthesis and anti-bacterial activity of novel  4-substituted phenyl-2-oxo-1,3-oxazolidine-5-carboxylates

IPC: Int.Cl.7 C 07 D 263/04

Regioselective opening of glycidic esters with sodium azide gives azido alcohols, which are converted to novel 4-substituted phenyl-2-oxo-1,3-oxazolidine-5-carboxy­lates by various methods. These compounds are tested for in vitro anti-bacterial activity against Staphylococcus aureus, E. faecalis and E. faecium.

 

 

G Madhusudhan, G Om Reddy*, J Ramanatham & P K Dubey

 

964

Synthesis and antimicrobial activity of indole isoxazolines and isoxazole derivatives

IPC: Int.Cl.7 C 07 D 209/04 // A 61

P 31/04, 31/10

 

2-(5-Aryl-4,5-dihydro-3-isoxazolyl)-3 phenylindoles 4 and 2-(5-aryl-3-isoxazolyl)-3-phenylindoles 6 have been prepared and subjected to antimicrobial activity against the bacteria B. cirroflagellosus, E. coli and P .putida and the fungi C. albicans, A. niger and A. awamari.

 

 

 

Maddirala Shambabu Joseph, R S Totagi & L D Basanagoudar*

 

 

 

 

 

 

 

971

Synthesis and biological evaluation of 1-acetyl-3-(2-acetoxy-3-substituted propyloximino) indol-2(3H)-ones

 

IPC: Int.Cl.7 C 07 D 209/04 // A 61 P 31/10, 31/04

1-Acetyl-3-oximino indole-2(3H)-one 2 on reaction with epichlorohydrin in acetone gives 1-acetyl-3-(2, 3-epoxy propyloximino) indol-2(3H)-one 3. This on subsequent reaction with piperidine, pyrolidine, dicyclohexyl amine, diphenyl amine, methyl phenyl amine gives corres­ponding Mannich base 4, which on acetylation furnishes 5. All the compounds have been tested for antimicrobial, gross behavioral, antagonism of tetrabenazine induced ptosis, inhibition of pentobarbitone induced narcosis in mice, effect on blood pressure and respiration rate, skeletal muscle contraction activities in suitable experimental models.

 

 

A K Padhy, S K Sahu, P K Panda,
D M Kar & P K Misro*

 

976

Comparative QSAR and QPAR study of benzodiazepines

 IPC: Int.Cl.7 C 07 D 243/14

QSAR and QPAR study have been performed using topological indices and physicochemical properties on 56 benzodiazepine derivatives to find out which topological and physicochemical properties play a significant role in biological activity.

 

 

 

 

Mamta Thakur, Abhilash Thakur & Sudele P

983

Novel application of softness parameter for regioselectivity and reaction mechanism

 

IPC: Int.Cl.7 C 07 C 9/00, C 07 C 15/00 

A new DFT based method has been developed for evaluation of EA of an atom in a molecule and by PM3 calculation the DE and DELH values derived to explain site selectivity of olefin and benzene derivatives.

 

 

 

 

P P Singh*, F A Pasha, H K Srivastava*

 

Notes

992

Studies toward synthesis of bioactive labdanes: Efficient synthesis of 9b-carbo­methoxy-4a, 4b, 10b-trimethyl-(trans)-deca­hydro­naphthalen-8-one

IPC: Int.Cl.7 C 07 C 49/00

Methyl 5-(2',6',6'-trimethylcyclohex-2'-enyl)-3-ketopenta­noate 10  has been successfully cyclized to 9b-carbo­methoxy-4a, 4b, 10b-trimethyl-(trans)-decahydronaptha­len-8-one 1.

 

 

 

 

S N Suryawanshi* & Naveen Chandra

 

996

Simple synthesis of enaminones derived from pyridine, acetylenic compounds and cyclohexane-1,3-diones

 

IPC: Int.Cl.7 C 07 D 211 / 00

 

Synthesis of enaminones 3 from the reaction of pyridines 1, acetylenic compounds and cyclohexane-1, 3-diones 2.

 

 

 

 

Issa Yavari*, Abdolali Alizadeh & Mohammad Anary-Abbasinejad

 

1000

Steric effects on the formation of imide 1,4-diphenyl-1,4-epoxy-1,2,3,4 tetra­hydro­naph­thalene-2,3-dicarboxylic anhydride

 

IPC: Int.Cl.7 C 07 C 57/50

Synthesis of some amic acids and imides.

 

 

 

 

Rashid Badri* & Fariba Heidarizadeh

 

1004

Selective removal of the N-(tert-butoxy-
c­arbonyl) protecting group using H-
b zeolite

 

IPC: Int.Cl.7 B 01 J 29/04,

C 01 B 39/00

 

 

 

 

 

 

 

Vasudha H Tillu, Radhika D Wakharkar*, Rajesh K Pandey & Pradeep Kumar

 

1008

Nickel chloride hexahydrate: A novel reagent for Michael addition on a, b-unsaturated acids — A facile one step route to 3-aryl­mercaptopropionic acids from thiophenols and a,b-unsaturated acids

 

IPC: Int.Cl.7 C 07 G 53/00

In usual practice, Michael additions are carried out in presence of a base, but when an a,b-unsaturated ‘acid’ is a substrate, it would be most unlikely for a carboxylate ion bearing a,b- unsaturated site to undergo a Michael addition. This problem has been circumvented in the present paper by carrying out a nickel chloride hexahydrate mediated Michael addition of thiophenols 1a-k on acrylic acid and on cinnamic acid to give 3-aryl mercaptopropionic acids 3a-k in excellent yield.

 

 

Santosh Gogia, Reenu Sirohi, Suman Gupta, D Kishore*& B C Joshi

 

 

 

 

 

 

 

1012

Microwave-induced Mannich reaction — Synthesis of some Mannich derivatives of
p-aminophenol

 

IPC: Int.Cl.7 C 07 C 39/08

A facile synthesis of mono and bis substituted Mannich derivatives of p-aminophenol using microwave irradiation has been reported.

 

Text Box:    6M HCl
 
     MW1

 

Text Box: CH2O, 2°amine
       MW1

 

 

 

R Mahesh* & R Venkatesha Perumal

 

 

 

 

 

 

 

1015

Synthesis and antiviral activity of some novel substituted phenothiazines

IPC: Int.Cl.7 C 07 D 279/00

 

 

  V K Pandey*, S K Saxena, M N Joshi &
S K Bajpai

1018

Spectral studies of some cis-2,6-diphenyl­tetrahydrothiopyran-4-one azine derivatives

 

IPC: Int.Cl.7 C 07 D 335/02

Some heterocyclic azines derived from cis-2,6-diphenyl­tetrahydrothiopyran-4-one have been prepared and characterised through NMR techniques.

 

 

A Manimekalai*, J Jayabharathi &

R Sankardoss

1023

New iridoid glucoside from Picrorhiza kurroa Royle ex Benth.

 

IPC: Int.Cl.7 A 6/K 35/78 // C 07 G 3/00 // C 07 H

A new iridoid glucoside, picroside V has been isolated from the roots of   Picrorhiza kurroa Royle ex Benth.

 

Picroside V

Suparna Mandal & Sibabrata Mukhopadhyay*

 
Book Review
1026 Organic Reaction Mechanisms
  Prof. M S Y Khan

 Authors for correspondence are indicated by (*)

IPC: International Patent Classification

Int. Cl.7: International Classification 7th edition, 1999