Indian Journal of Chemistry

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Sect. B: Organic Chemistry including Medicinal Chemistry

VOL. 50B

NUMBER 4

April 2011

CONTENTS

Papers

 

 

 

559

Toward a stereoselective synthesis of tetra­hydroxy long chain base (LCB) and the synthesis of analogs of mannostatin A

 

Efforts toward the synthesis of tetrahydroxy long chain base and analogs  of mannostatin A utilizing the nucleophilic potential of a sulfinyl group for the oxidative functionalization of an olefin is described.

 

 

 

 

 

 

 

Sadagopan Raghavan*, Kailash Rathore & B Sridhar

 

Organic Division I, Indian Institute of Chemical Technology,  Hyderabad 500 007, India

 

 

 

 

 

 

 

580

Microwave assisted synthesis, chemiluminescent and theoretical studies of bromoalkyl esters of acridine-9-carboxylic acid

 

Previously unknown esters of acridine-9-carboxylic acid have been synthesized in moderate to good yields under microwave irradiation using phase transfer catalyst aliquat.

 

 

 

 

 

 

 

 

 

Subhasis Samai, Ganesh C Nandi, Pallavi Singh, A Gupta & M S Singh*

 

Department of Chemistry, Faculty of Science, Banaras Hindu University, Varanasi 221 005, India

 

 

 

 

 

 

 

 

 

 

 

 

 

587

A fast, highly efficient and green protocol for Michael addition of active methylene compounds to styrylisoxazoles using task-specific basic
ionic liquid [bmIm]OH as catalyst and green solvent

 

A fast, highly efficient and green protocol for the Michael addition of active methylene compounds to styrylisoxazoles at room temperature has been investigated using task-specific basic ionic liquid, 3-butyl-1-methyl imidazolium hydroxide, [bmIm]OH, as a catalyst and green  reaction medium. The reactions proceeded with excellent yields in short reaction times. The strategy is quite general and  works with a variety of active methylene compounds. The ionic liquid can be recycled for subsequent reactions with consistent activity.

 

 

 

 

 

E Rajanarendar*, K Rama Murthy, Firoz Pasha Shaik & M Nagi Reddy

 

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

 

 

 

 

 

 

 

593

Solvent free synthesis, spectral studies and antioxidant activities of some 6-substituted w-bromo-2-naphthyl ketones and their esters

 

A series of 6-substituted ω-bromo-2-naphthyl ketone 1a-i and 6-substituted 2-naphthacyl esters 2a-i have been synthesized by greener synthetic methods using fly-ash:water catalysed aqueous phase reaction. They exist as two rotomers and the carbonyl frequencies of these rotomers have been assigned and correlated with Hammett substituent constants, F, R and Swain-Lupton’s parameters. The antioxidant activities of the synthesized esters have been evaluated.

 

 

 

 

 

G Thirunarayanan*, G Vanangamudi, V Sathiyendran & K Ravi

 

Department of Chemistry, Annamalai University, Annamalainagar 608 002, India

 

 

 

 

 

 

 

 

 

 

605

Facile one-pot synthesis of novel 3-substituted-1, 6-dihydro-1,2,4-triazin-5-(2H)-ones from fatty acid hydrazides and their in-vitro antimicrobial activity

A series of 3-substituted-1,6-dihydro-1,2,4-triazin-5(2H)-ones, have been synthesized using the cyclocondensation reaction of fatty acid hydrazides with 2-chloroacetamide in N,N-dimethylformamide medium. The compounds have also been evaluated for their in-vitro antimicrobial activity.

 

 

 

 

 

 

 

Nida Nayyar Farshori, Mudasir Rashid Banday, Anis Ahmad, Asad Ullah Khan & Abdul Rauf*

 

Department of Chemistry, Aligarh Muslim University, Aligarh 202 002, India

 

 

 

 

 

 

 

 

Notes

 

 

 

 

 

 

611

An efficient microwave technique for exo- to endo-double bond migration in natural products

 

Mono- and sesquiterpenes having exomethylene double bond upon microwave irradiation on solid surface undergo facile double bond migration to endo-position. The yield of isomerized product depends on the time of exposure.

 

 

 

 

 

 

 

 

Damandeep Kaur, R R Setia, K K Chahal* & B R Chhabra

 

Department of Chemistry, Punjab Agricultural University, Ludhiana 141 004, India

 

 

 

 

 

 

 

615

Synthesis and evaluation of some novel 1,3,4-thiadiazoles for antidiabetic activity

 

 

 

 

 

 

S R Pattan*, B S Kittur, B S Sastry, S G Jadav, D K Thakur, S A Madamwar & H V Shinde

 

Department of Pharmaceutical Chemistry, PRCOP, Loni  413 736, India

 

 

 

 

 

 

 

 

 

 

619

Iodine-catalysed conjugate addition of indole with a-cinnamylideneketones: Formation of b-(3-indol­yl)-a,b-dihydro-a-cinnamylideneketones and bis­(3- indolyl)methylbenzene

 

 

 

 

 

 

 

 

 

 

 

Rammohan Pal, Tapas K Mandal & Asok K Mallik*

 

Department of Chemistry, Jadavpur University, Kolkata 700 032, India

 

 

 

 

 

 

 

624

Saussurea heteromalla (D. Don) Hand.-Mazz.: A new source of arctiin, arctigenin and chlorojanerin

 

Saussurea heteromalla (D. Don) Hand.-Mazz. (Asteraceae), a Himalayan herb, has been investigated phytochemically and the plant is being reported here as a new source of two lignans, i.e. arctigenin and its glycoside arctiin, and one sequiterpene lactone, the chlorojanerin. The structures of these compounds, determined by UV spectra, LC-MS, 1H NMR, 13C NMR spectroscopy, are discussed. These compounds have been found pharmacologically important; the arctigenin and arctiin are known to have anti-inflammatory activity and the chlorjanerin has been investigated for the anti-ulcer and anti-viral properties.

 

 

 

 

Arvind Saklani*, Manas Ranjan Sahoo, Prabhu Dutt Mishra & Ram Vishwakarma

 

Piramal Life Sciences Limited, 1-Nirlon Complex, Goregaon (E), Mumbai 400 063, India

 

 

 

 

 

 

 

 

 

 

 

 

 

627

Conventional and microwave induced synthesis of various pyrimidine and isoxazole derivatives from 1-{4'-[(4''-methyl­pipera­zinyl)diazenyl]phenyl}-3-(substituted­phe­nyl)­prop-2-en-1-one and studies of their antimicrobial activity

 

6-{4'-[(4''-Methylpiperazinyl)diazenyl]phenyl}-4-(substituted­phenyl)-3,4,5-trihydro pyrimidin-2-one 3a-j, 6-{4'-[(4''-me­thyl­piperazinyl)diazenyl]phenyl}-4-(substitutedphenyl)-3,4,5-trihydropyrimidin-2-thione 4a-j and 3-{4'-[(4''-methyl­pipera­zinyl)diazenyl]phenyl}-5-(substitutedphenyl)isoxazole 5a-j have been synthesized from 1-{4'-[(4''-methylpiperazinyl)­diazenyl]phenyl}-3-(substitutedphenyl)prop-2-en-1-one 2a-j with urea, thiourea and hydroxylamine hydrochloride respectively. The reactions have been carried out by microwave and conventional methods. All the synthesized compounds 3a-j, 4a-j and 5a-j have been tested for their antimicrobial activity.

 

 

 

B D Mistry*, K R Desai & P B Rana

 

Department of Chemistry, B.K.M Science College,  Valsad 396 001, India

 

 

 

 

Authors for correspondence are indicated by (*)