Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

Website address: http://www.niscair.res.in; http://nopr.niscair.res.in

VOL. 49B

NUMBER 3

March 2010

CONTENTS

Papers

 

 

 

323

Synthesis of bis(arylamino)thiazoloylindoles as novel analogs of dendrodoine

 

 

 

 

 

 

 

 

 

 

 

T F Abbs Fen Reji*, S L Manju & K N Rajasekharan

 

Department of Chemistry, Nesamony Memorial Christian College, Marthandam 629 165, India

 

 

 

 

 

 

 

327

Lewis-acid mediated acetamidation of N-pro­tected bromomethylindoles

 

A facile ZnBr2-mediated acetamidation of various types of
N-protected 2/3-bromomethylindoles is reported. Upon interaction of bromomethylindoles with acetonitrile in the presence of anhydrous ZnBr2 at reflux followed by aqueous work up led to the isolation of respective acetamido­methylindoles in good yields.

 

 

 

 

 

 

 

 

Vasudevan Dhayalan & Arasambattu K Mohanakrishnan*

 

Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India

 

 

 

 

 

 

 

 

 

 

 

 

335

Microwave-assisted synthesis of 1,2,4- tria­zolo[4,3-a] [1,8]naphthyridines using FeCl3.6H2O under solvent-free conditions

An efficient and convenient method for the synthesis of 9-aryl-6-(3-fluorophenyl)-1,2,4-triazolo[4,3-a][1,8]naph­thy­ridines 8 from aryl aldehyde 3-(3-fluorophenyl)-1,8-naphthyridin-2-yl­hydrazones 7 using FeCl3.6H2O under microwave irradiation is described.

 

 

 

 

 

 

 

 

K Mogilaiah*, R Shiva Prasad & J Kumara Swamy

 

Department of Chemistry, Kakatiya University, Warangal 506 009, India

 

 

 

 

 

Notes

 

 

 

340

The efficacy of unsupported and supported tungstophosphoric acid and its Fe - and Al - salts in the benzylation of arenes using benzyl alcohol and benzyl chloride

 

The efficacy of unsupported and supported tungstophosphoric acid and its Fe(III) and Al(III) salts for catalyzing the benzylation reaction using benzyl alcohol and benzyl chloride has been studied. The supports used are silica, zeolite H-ZSM-5 and an acidic clay montmorillonite K10. The significant observation of this investigation is the contrast in the activities of the unsupported and supported catalysts in the benzylation using benzyl chloride and benzyl alcohol, which may be a result of the ‘pseudo liquid phase’ behaviour of heteropoly compounds.

 

 

 

 

 

 

 

 

Amol S Tipnis, Deepak K Deodhar & Shriniwas D Samant*

 

Department of Chemistry, Institute of Chemical Technology, University of Mumbai, N M Parekh Marg, Matunga, Mumbai 400 019, India

 

 

 

 

 

 

 

 

 

 

 

 

346

Synthesis of 3,4-dihydropyrimidin-2(1H)-ones and 3,4,5,6,7,8-hexahydroquinazolin-2(1H)-ones via three component cyclocondensation

 

3,4 Dihydropyrimidin-2(1H)-ones and 3,4,5,6,7,8-hexa­hydro­quinazolin-2(1H)-ones have been synthesized from the condensation of ketones, aldehydes and urea/thiourea in presence of sodium  tertiary butoxide by the solventless MWI process as well as the conventional process.

 

 

 

 

 

 

 

 

 

 

 

 

I T Phucho, A Nongpiur, R Nongrum & R L Nongkhlaw*

 

Department of Chemistry, North Eastern Hill University, Shillong, India

 

 

 

 

 

 

 

351

Improved synthesis of chalcones and pyrazolines under ultrasonic irradiation

 

An approach towards synthesis of various pyrazolines via green chemical routes is being reported.

 

 

 

 

 

 

 

 

 

 

Ragini Gupta*, Neetu Gupta & Anshu Jain

 

Department of Chemistry, Malaviya National Institute of Technology, Jaipur 302 017, India

 

 

 

 

 

 

 

 

 

 

 

 

 

356

Chemical constituents isolated from Andrographis paniculata

 

Phytochemical investigation of the aerial parts of Andro­graphis paniculata give diterpenic constituents andrographo­lide, 14-deoxy-11,12-didehydroandrographolide, 14-deoxy­andro­grapho­lide, 3,14-dideoxyandrographolide, 14-deoxy-11-oxoandrographolide, 14-deoxy-12-hydroxyandrographolide, neo­andro­grapholide, andrographiside and 14-deoxy­andrographiside. The structures of these compounds have been established on the basis of spectral data analysis.

 

 

 

 

 

 

Poonam Kulyal*, U K Tiwari, A Shukla & A K Gaur

 

Department of Chemistry, A.N.D.N.N.M. College, C.S.J.M. University, Harsh Nagar, Kanpur  208 012 India

 

 

 

 

 

 

 

360

Microwave enhanced, solvent free green protocol for the production of 3,4-dihydropyrimidine-2-(1H)-ones using AlCl3.6H2O as a catalyst

 

3,4-Dihydropyrimidine-2-(1H)-ones are synthesized via a multicomponent reaction of aldehyde, urea or thiourea and 1,3-dicarbonyl compounds using microwave irradiation catalyzed by 10mol% AlCl3.6H2O under solvent free conditions. The catalyst being reported here is cheap, safe to handle and the whole procedure is eco-friendly.

 

 

 

 

 

 

 

Dhruva Kumar, Suresh & Jagir S Sandhu*

 

Department of Chemistry, Punjabi University, Patiala 147 002, India

 

 

 

 

 

 

 

 

 

 

364

Synthesis and anti-inflammatory activity of fluori­nated propanedione derivatives

 

A new series of 1-(2`,4`-difluorophenyl)-3-(substituted phenyl)-1,3-propanediones have been synthesized. The synthesized compounds were subjected to anti-inflammatory activity testing with promising results

 

 

 

 

 

 

 

 

 

 

 

 

 

Arpita H More & C S Ramaa *

 

Department of  Pharmaceutical Chemistry, Bharati Vidyapeeth’s College of Pharmacy, Sector 8,

C. B.D. Belapur, Navi Mumbai 400 614, India

 

 

 

 

 

 

 

368

Synthesis and antimicrobial evaluation of ethoxy­phthalimide derivatized spiro [indole-3,5′-(1,3)thiazolo(4,5-c)isoxazol]-2(1H)-ones via ring closure metathesis

 

The synthesis of 3′-{(4-substituted phenyl-1-N-ethoxy­phtha­li­mi­do-6′-pyridin-2-yl}-3,3a′-dihydro-6′H-spiro[indole-3,5′-[1,3]­­thiazolo­[4,5-c]­isoxazol]-2(1H)-ones 6a-d has been achieved through a five step pathway Structural confirmation of the synthesized compounds has been accomplished by IR, 1H NMR, and mass spectral data. Final compounds have been screened for their antimicrobial activity.

 

 

 

 

 

Bhawana Thadhaney, Devendra Sain, Gangotri Pemawat & G L Talesara*

 

Synthetic Organic Chemistry Research Laboratory, Department of Chemistry, M. L. Sukhadia University,
Udaipur 313 001, India

 

 

 

 

 

 

 

 

 

 

 

 

 

374

Two new compounds from the stem of Nerium oleander

 

4-Oxooctyl-2-hydroxyundecanoate 1 is obtained as white powder from the stem of Nerium oleander. The structure is confirmed by spectral and analytical methods.

 

 

 

 

Pallavi Sharma, Yogesh K Gupta, M C Sharma & M P Dobhal*

 

Natural Products Laboratory, Department of Chemistry, University of Rajasthan, Jaipur 302 055, , India

 

 

 

 

 

 

 

379

An expeditious synthesis of syringaldehyde from para-cresol

 

Syringaldehyde has been prepared from p-cresol via a three step reaction sequence in overall yield of 59-67%. The synthesis involves solvent free bromination followed by high pressure and temperature methoxilation and catalytical oxidation. The use of cupric chloride as a catalyst in two key steps i.e. methoxilation in aromatic ring and oxidation of aromatic methyl to aldehyde is not only novel but also renders the process more viable.

 

 

 

 

A K Tripathi*, J K Sama & S C Taneja

 

Indian Institute of Integrative Medicines (CSIR), Canal Road, Jammu 180 001, India

 

 

 

 

 

 

382

Claisen-Schmidt condensation under solvent-free conditions

 

Claisen-Schmidt condensation of 2-(4-acetyl-phenylamino)-3-(4-chlorophenyl)-1,8-naphthyridine 3 with various aromatic aldehydes under solvent-free conditions to prepare α-β-unsaturated ketones 4 using solid NaOH as catalyst has been described.

 

 

 

K Mogilaiah*, T Kumara Swamy, A Vinay Chandra N Srivani & K Vidya

 

Department of Chemistry, Kakatiya University, Warangal 506 009, India

 

 

 

 

 

 

 

 

 

 

 

 

386

Polyphenols from the roots of Plumbago rosea

 

Phytochemical investigation of the roots of ethyl acetate extract of Plumbago rosea (Plumbaginaceae) on column chromatography yield flavonoids: myricetin-3,3′,5′,7-tetra methyl ether, ampelopsin-3′,4′,5′,7-tetra methyl ether; carbo­xylic acids: plumbagic acid and roseanoic acid.

 

 

 

 

 

1

 

 

 

 

2

 

 

 

 

3

 

4

 

 

 

 

 

S Ariyanathan *, Ariamuthu Saraswathy, G Victor Rajamanickam & Joseph D Connolly

 

Centre for Advanced Research in Indian System of Medicine (CARISM), SASTRA University, Thanjavur 613 402, India

 

 

 

 

 

 

 

 

 

 

 

 

 

390

Microwave-enhanced Knoevenagel condensation catalysed by NH2SO3NH4

 

NH2SO3NH4 catalyses the efficient Knoevenagel condensation of aromatic aldehydes 1 with active methylene compounds 2 in solvent-free conditions under microwave irradiation to give arylidene derivatives 3.

 

 

 

 

K Mogilaiah*, H Sharath Babu, K Vidya & K Shiva Kumar

 

Department of Chemistry, Kakatiya University, Warangal 506 009, India

 

 

 

 

 

 

 

394

Corrigendum

 

 

 

 

 

Authors for correspondence are indicated by (*)