Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

Total visitors: 2,791  since 24-03-06

VOL. 45B

NUMBER 3

MARCH 2006

CONTENTS

Rapid Communications

675

Synthesis and characterization of novel (fenchonylsulfonyl) oxaziridine

IPC: Int.Cl.⁷ C 07 D

An efficient synthesis of (fenchonylsulfonyl) oxaziridine from commercially available fenchone is described. Several intermediates involved in the synthesis of oxaziridine viz. fenchone sulfonic acid, fenchone sulfonylchloride, fenchone sulfonamide, fenchone sulfonimine have also been synthesized and characterized.

Jitendra Kumar Mishra, Vinod Kumar &
Mahabir Parshad Kaushik*

678

Soluble polymer supported organic synthesis (SPSOS): Synthesis of PEG-ylated phthalizinediones

IPC: Int.Cl.⁷ C 07 D

PEGylated phthalizine derivatives of different molecular weights have been synthesized after the activation of PEGs using glutaric anhydride. Percentage loading has been calculated using ¹H NMR.

Kalyan Chakravarthy Akula*, Krishna Boddu & Udayasree Doma

684

AlCl₃ mediated three component cyclocondensation for the synthesis of 5-unsubstituted 3,4-dihydropyrimidin-2(1H)-ones

IPC: Int.Cl.⁷ C 07 D

5-Unsubstituted-3,4-dihydropyrimidin-2(1H)-ones have been synthesized in excellent yields in aluminium trichloride mediated three component cyclocondensation of aldehyde, urea and enolisable ketones.

Anil Saini, Sanjay Kumar & Jagir S Sandhu*

Papers

689

Synthesis and antimicrobial activity of some new
1-substituted-3-pyrrolyl aminocarbonyl/oxadiazolyl/triazolyl/5-methoxy-2-methylindoles and benz[g]indoles

IPC: Int.Cl.⁷ C 07 D

Dundappa S Donawade, A V Raghu &

Guru S Gadaginamath*

697

Synthesis and antifungal activity of N-(alkyl/aryl)-2-(3-oxo-1,4-benzothiazin-2-yl)acetamide

IPC: Int.Cl.⁷ C 07 D

A series of N-(alkyl/aryl)-2-(3-oxo-1,4- benzothiazin-2-yl)acetamide have been synthesized by condensation of substituted amines with maleic anhydride followed by cyclization with o-ATP. All the synthesized compounds 7a-z have been tested for their antifungal activity. The structures of the synthesized compounds have been established on the basis of elemental analysis and spectral data.

G Gupta* & S B Wagh

703

Synthesis and screening of 5-carbethoxy-N-aryl-4, 6-dimethyl-1,2-dihydropyrid-2-ones as chemical hybridising agents for wheat (Triticum aestivum L.)

IPC: Int.Cl.⁷ C 07 D

5-Carbethoxy-N-aryl-4,6-dimethyl-1,2-dihydropyrid-2-ones have been synthesized by the condensation between substituted anilines with ethyl isodehydracetate and evaluated as chemical hybridising agents on wheat. The substituents at para position have a positive effect on induction of male sterility. The observed induction of male sterility can be explained by the negative influences of ΣMR and positive contributions of F_p.

Kajal Chakraborty* & C Devakumar

715

Synthesis and antioxidant activities of some 4-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives

IPC: Int.Cl.⁷ C 07 D

Eight 3-alkyl(aryl)-4-(3,4-dihydroxybenzyliden-amino)-4,5-dihydro-1H-1,2,4-triazol-5-ones have been synthesized and their antioxidant activities are investigated. In addition, the pK_a values of the newly synthesized compounds are determined in four non-aqueous solvents.

Haydar Yüksek*, Sevgi Kolaylı, Murat Küçük,

M Ozgün Yüksek, Ummuhan Ocak, Esra Şahinbaş,
Efecan Sivrikaya & Miraç Ocak

719

Studies in amine oxide rearrangement: Meisenheimer rearrangement of m-substituted tertiary amine oxides

IPC: Int.Cl.⁷ C 07 D

K C Majumdar*, B Roy, P K Basu & P Biswas

726

Kinetic study of hydrolytic decomposition of organophosphates and thiophosphate by N-hydroxyamides in cationic micellar media

IPC: Int.Cl.⁷ C 07 D

	+	Nu^–	CTAX		+
R1 = R2 = C6H5, Z = O, PNPDPP; R1 = R2 = C2H5, Z= O, PARAOXON R1 = R2 = C2H5, Z = S, PARATHION; Nu^– = N-hydroxyamides

Kallol K Ghosh*, Daliya Sinha, Manmohan L Satnami, A K Shrivastava, D K Dubey & G L Mundhara

731

A simple synthesis of azuleno[1,2-c]thiophenes by reactions of 1-acyl-2-(bromomethyl)azulenes with thioamides

IPC: Int.Cl.⁷ C 07 D

Azuleno[1,2-c]thiophenes are obtained by using simple method from 1-acyl-2-(bromomethyl)azulene prepared from acylation and bromination of 2-methylazulene in good yields.

J R Hou*, D L Wang & Imafuku Kimiaki

738

Synthesis, antibacterial and surface activity of 1,2,4-triazole derivatives

IPC: Int.Cl.⁷ C 07 D

Sodium 1-[4-amino-5-mercapto-4H-(1,2,4)triazol-3-yl]-heptadecane-1-sulfonate 2 has been used as a precursor for synthesis of novel 1,2,4-triazole derivatives through reaction with different reagents under different reaction conditions.

Refat El-Sayed

747

Antimicrobial screening and synthesis of some novel benzo[a]phenothiazines and ribofuranosides

IPC: Int.Cl.⁷ C 07 D

6-(2-Methoxy-4-chloro-5-methylanilino/2-methoxy-5-methylanilino)-9-chloro-5H-benzo[a]phenothiazin-5-ones give various benzo[a]phenothiazines derivatives which upon condensation with b-d-ribofuranosyl-1-acetate-2,3,5-tribenzoate yield the desired ribofuranosides.

Neeraj Kumar, Anoop K Sharma, Reshu Garg &

Ashok K Yadav*

752

Synthesis of 1,5-benzothiazepines: Part XXX ¾ Synthesis and antimicrobial studies of 10-substituted-6a, 7-dihydro-6H -7-(4-fluorophenyl)-6-phenyl [1] benzopyrano [3,4-c] [1,5] benzothiazepines

IPC: Int.Cl.⁷ C 07 D

Umesh C Pant*, Hem Chandra, Shweta Goyal, Priyanka Sharma & Seema Pant

758

Mass spectral analysis and X-ray structure of diethyl 2-[aryl(4-aryl-1,2,3-selenadiazol-5-yl)methyl]malonate

IPC: Int.Cl.⁷ C 07 D

The mass spectra of diethyl 2-[aryl(4-aryl-1,2,3-selenadiazol-5-yl)methyl] malonate have been studied under electron impact method by high resolution mass spectrometry. The X-ray study on a representative compound is also investigated.

Sivaperuman Saravanan,

Shanmugam Muthusubramanian* & Kurt Polborn

762

Polymeric sulfonate of piperazine as an inexpensive and recyclable catalyst for Knoevenagel condensation

IPC: Int.Cl.⁷ C 07 D

Polymeric sulfonate of piperazine (Amberlite^® 200 H/ piperazine) has been found to be an inexpensive and reusable catalyst for Knoevenagel reaction.

Xinmin Wen

766

QSAR studies on biological oxygen demand of alcohols

IPC: Int.Cl.⁷ C 07 C

Biological oxygen demands of some alcohols are modeled by using topological parameters along with a novel parameter, ThOD.

Minati Kuanar, Saroj K Kuanar, Sabita Patel &

B K Mishra*

Notes

773

Synthesis of pyrimidine based thiazolidinones and azetidinones: Antimicrobial and antitubercular agents

IPC: Int.Cl.⁷ C 07 D

Several pyrimidine based thiazolidinones and azetidinones have been synthesized and tested for their antimicrobial and antitubercular activities.

	R

R B Patel, P S Desai, K R Desai & K H Chikhalia*

779

Solid-state induced heterocyclization under microwave irradiation: Synthesis of 2-phenyl-3-hydroxy-quinolin-4(1H)-one

IPC: Int.Cl.⁷ C 07 D

Majid M Heravi*, Hossein A Oskooie, Lila Bahrami & Mitra Ghassemzadeh

782

Is ab initio DFT method useful in analyzing sequence specificity of bases in nucleic acid?

IPC: Int.Cl.⁷ C 07 D

The stacking interaction of base pairs in DNA has been studied by using DFT method. The interaction energies of optimum stacked sequences are useful for analyzing sequence specificity qualitatively. However, the energy values obtained from this method are not accurate due to the exclusion of dispersion interaction.

Stacked AT-AT structure

Raghab Parajuli, Rituraj Kalita & C Medhi*

792

Synthesis of 4H-imidazo[2,1-c][1,4]benzoxazin-4-yl acetic acids and esters as possible COX-2 inhibitors

IPC: Int.Cl.⁷ C 07 D

A series of 4H-imidazo[2,1-c][1,4]benzoxazin-4-yl acetic acids and esters (7 and 8) have been synthesized from methyl a-(3,4-dihydro-3-oxo-2H-1,4-benzoxazin-2-yl) acetates 5 and their COX-2 inhibition activities are evaluated.

K N Jayaveera, S Sailaja, P Reddanna,

D Bharat Reddy, G Jagath Reddy* & K Srinivasa Rao

796

1-Benzyl-4-aza-1-azonia-bicyclo[2.2.2]octane tribromide as a regenerable an useful reagent for bromination of phenols under mild conditions

IPC: Int.Cl.⁷ C 07 D

+

+

Abdol R Hajipour*, Seied A Pourmousavi &

Arnold E Ruoho

801

Lipid derivatives from Mucuna pruriens seeds

IPC: Int.Cl.⁷ C 07 C

Fatty acids and the lipid derivatives 1-3 have been identified by spectroscopic methods from the n-hexane extract of the seeds of M. pruriens.

1

2, R=H

2a, R=Ac

3, R=H

3a, R=Me

Laxminarain Misra* & Hildebert Wagner

805

Microwave assisted rapid and efficient synthesis of 2,1-benzoisoxazoles

IPC: Int.Cl.⁷ C 07 D

A simple extremely fast and high yielding protocol has been developed for the synthesis of 2,1-benzoisoxazoles under microwave irradiation.

E Rajanarendar*, E Kalyan Rao & D Karunakar

808

Michael adducts – Synthons for a new class of 1,4-dispirocyclohexane derivatives

IPC: Int.Cl.⁷ C 07 C

A new class of 1,4-dispirocyclohexane derivatives have been prepared from 2,6-diaroyl-3,5-diarylcyclohexane-1,1,4,4- tetracarboxylic acid tetramethyl ester.

V Padmavathi*, B Jagan Mohan Reddy, D R C Venkata Subbaiah & A Padmaja

813

Direct oxidative deprotection of trimethylsilyl ethers with cerium ammonium nitrate supported onto HZSM-5 zeolite under microwave irradiation in solventless system

IPC: Int.Cl.⁷ C 07 C

Trimethylsilyl ethers are selectively and rapidly oxidized to the corresponding carbonyl compounds by cerium ammonium nitrate (CAN) supported onto HZSM-5 zeolite under microwave irradiation in solvent free conditions.

Hossein A Oskooie*, Somaih Solemani Amiri,

Majid M Heravi, Shahnaz Khaleghi &

Mitra Ghassemzadeh

815

Aza-crown ether tethered with benzothiazole: Synthesis and optical spectral studies

IPC: Int.Cl.⁷ C 07 D

Sabir H Mashraqui*, Vashi Dhaval, S Subramanian & Tabrez B Khan

820

A convenient synthesis of xyridin A metabolite from Xyris indica L.

IPC: Int.Cl.⁷ C 07 D

A convenient synthesis of xyridin A 1a has been carried out.

Hafiz Badar-ud-Din Ahmed, Nasim Hasan Rama*,

Muhammad Aslam Malana & Ghulam Qadeer

823

Microwave assisted rapid and efficient synthesis of aryl methyl ketones and β-keto esters using Meldrum’s acid ^†

IPC: Int.Cl.⁷ C 07 D

Microwave mediated rapid and efficient synthesis of aryl methyl ketones and β-keto esters from acyl Meldrum’s acid by hydrolysis and alcoholysis, respectively, has been reported.

d H More & P P Mahulikar*

826

A convenient method for the oxidation of Hantzsch 1,4-dihydropyridines with N-bromo succinimide

IPC: Int.Cl.⁷ C 07 D 211/00

A convenient and mild method for conversion of Hantzsch 1,4-dihydropyridines to pyridines using NBS at room temperature in excellent yields is described.

R = H, CH₃, 2-Furyl, CH₃-C₆H_4, NO₂-C₆H_4, CH₃O-C₆H₄

R Nagarajan, J C A Anthonyraj, D Muralidharan,

C Saikumar & P T Perumal*

829

Synthesis of 4-aryl-5-hepta-O-acetyl-β-d-lactosylimino-3-tetra-O-benzoyl-β-d-glucopyranosylimino-1,2,4-dithiazolidine hydrochlorides

IPC: Int.Cl.⁷ C 07 D

4-aryl-5-hepta-O-acetyl-β-d-lactosylimino-3-tetra-O-benzoyl-β-d-glucopyranosylimino-1,2,4-dithiazolidine hydrochlorides 4a-g were prepared by reaction of 2 with 3.

R=3-4a, phenyl; b, o-tolyl; c, m-tolyl; d, p-tolyl; e, o-chloro; f, m-chloro; g, p-chloro.

Bz = -COC₆H₅, Ac = -COCH₃

M G Dhonde, P V Tale & S P Deshmukh*

Authors for correspondence are indicated by (*)

IPC: International Patent Classification

Int. Cl⁷.: International Classification, 7th Edition, 1999