Indian Journal of Chemistry

 

Sect. B: Organic Chemistry including Medicinal Chemistry

 

VOL. 52B

NUMBER 1

January 2013

 

CONTENTS

 

Advances in Contemporary Research

 

 

 

 

87

Asymmetric Henry reaction catalysed by transition metal complexes: A short review

 

The asymmetric Henry reaction products, chiral nitroaldols find increasing applications in the pharmaceutical industry. Transition metal complexes catalyse the asymmetric Henry reaction efficiently and in most of the cases give the product chiral nitro alkanols in good yield and enantiomeric excess. This short review summarizes the reported remarkable transition metal complex catalysts for asymmetric Henry reaction, their advantages, limitations, mechanism for their catalytic activity and the challenges that need to be addressed in this research area.

 

 

 

 

Nallamuthu Ananthi & Sivan Velmathi*

 

Organic and Polymer Synthesis Laboratory, Department of Chemistry, National Institute of Technology,

Tiruchirappalli 620 015, India

 

Papers

 

 

 

 

109

Synthesis and in vitro cytotoxicity of 2-substituted
17-methylene/17-ß-methyl estratrienes

 

Synthesis of various types of 17-methylene estratrienes and 17-β-methyl estratrienes containing 2-arylaminomethyl/ 2-alkylaminomethyl units, and their in vitro antiproliferative effects on human cancer cell lines are reported.

 

 

 

 

 

Ganapathy Panchapakesan, Radhakrishnan Sureshbabu, Dhatchana Moorthy Nachiappan &

Arasambattu K Mohanakrishnan*

 

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

 

 

 

 

 

 

 

 

 

 

 

 

 

122

An efficient one pot conversion of alkynes to bis(indolyl) and bis(pyrrolyl)alkanes in aqueous ethanol

 

 

 

 

 

 

 

 

 

Gourhari Maiti*, Utpal Kayal, Rajiv Karmakar & Rudraksha N Bhattacharya

 

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

 

 

 

 

 

 

129

One-pot synthesis of 3-substituted indole derivatives using moisture stable, reusable, and task specific ionic liquid catalysts

 

 

 

 

 

 

 

 

 

 

 

Anaswara Ravindran, Rajkumar Kore & Rajendra Srivastava*

 

Department of Chemistry, Indian Institute of Technology Ropar, Rupnagar 140 001, India

 

 

 

 

 

 

 

 

 

 

 

 

136

Synthesis and antimicrobial activity of novel
1,5-benzodiazepines

 

A simple and efficient method for the synthesis of (4-methyl-1,5-dihydro-1,5-benzodiazepin-2-ylidene)-aryl-amine using o-phenyl­ene­diamine and acetoacetanilide catalysed by CdCl2 under thermal as well as MWs has been reported. The compounds show good antibacterial and antifungal activities.

 

 

 

 

S S Ilango, P U Remya & S Ponnuswamy*

 

P. G. & Research Department of Chemistry, Government Arts College (Autonomous), Coimbatore 641 018, India

 

 

 

 

 

 

 

Notes

 

 

 

 

 

 

141

Ecofriendly bromination of chalcones and synthesis of flavones using grinding technique

 

Selective bromination of chalcones and 2'-hydroxychalcones has been carried out with ammonium bromide and ammonium persulphate using grinding technique at RT under aqueous moist condition to give α,β-dibromochalcones and α,β-dibromo-2'-hydroxychalcones respectively. α,β-Dibromo-2'-hydroxychalcones have been cyclodehydrobrominated with barium hydroxide moist with ethanol at RT to give flavones using grinding technique.

 

 

 

 

Komal Jakhar & J K Makrandi*

 

Department of Chemistry, Maharshi Dayanand University, Rohtak 124 001, India

 

 

 

 

 

 

 

 

 

 

146

Studies of intramolecular nitrone-alkene cyclo­addition reaction: Regio- and diastereo­selective synthesis of chlorinated isoxazolidines

 

A number of stable nitrones have been prepared. The intramolecular cycloaddition reaction of these nitrones in boiling xylene leading to regio- and diastereoselective formation of chlorinated isoxazoli­dines in 81-93% yields have been reported.

 

 

 

 

 

 

 

 

 

 

 

Brindaban Roy* & Rajendra Narayan De

 

Department of Chemistry, University of Kalyani, Kalyani 741 235, India

 

 

 

 

 

 

 

153

Rapid access of some trisubstituted imidazoles from benzil condensed with aldehydes and ammonium acetate catalyzed by l-cystein.

 

A simple highly versatile and efficient synthesis of 2,4,5-trisubstituted imidazole is achieved by three component cyclo-condensation of benzil, substituted aromatic aldehyde and ammonium acetate by l-cystein as organocatalyst under solvent free condition. The key advantages of this process are high yields, cost effectiveness catalyst, easy purification technique and above all environmentally benign.

 

 

 

 

 

 

 

 

 

 

 

H N Roy*, M M Rahman & P K Pramanick

 

Kazi Abdul Latif Organic Research Laboratory, Department of Chemistry, University of Rajshahi, Rajshahi 6205, Bangladesh

 

 

 

 

 

 

 

 

 

 

160

Synthesis and biological screening of some novel 2-(2-benzisoxazol-3-yl) ethyl)-1H-benzimidazoles

 

The title compounds 3a-f are synthesized by the reaction of substituted 1,2-benzisoxazole-3-propionic acid 1a-f with
o-phenylenediamine 2 in aqueous alcohol and evaluated for antimicrobial activity.

 

 

 

 

R A Shastri

 

Postgraduate Department of Chemistry, Milind College of Science, Aurangabad 431 002, India

 

 

 

 

 

 

164

AM1 study of the electronic structure of zwitterions of Ampicillin

 

The conformation and electronic structure of zwitterions of ampicillin have been optimized and calculated by semi-empirical molecular orbital AM1 method. The mechanism of formation of zwitterions of Ampicillin has been studied by comparison of the different positions of net charges on nitrogen atoms in the molecule. In this connection, the heats of formation (∆Hfo), dipole moment (µ), full atomic charges and energies of frontier molecular orbitals (EHOMO and ELUMO) have been performed and discussed. The effect of conformational changes and electronic properties of stable conformations have been determined. Further, the utility of theoretical predictions is important for evaluating the ability to cross cell wall barriers and binding to serum proteins.

 

 

 

 

 

B Rajeshwar Rao*, D Chandra Sekhar Rao & Ch Sanjeeva Reddy

 

Chemical Division, Kakatiya Thermal Power Project, Chelpur 506 168, India

 

 

 

 

 

Authors for correspondence are indicated by (*)