Indian Journal of Chemistry

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Sect. B: Organic Chemistry including Medicinal Chemistry

VOL. 50B

NUMBER 6

June 2011

CONTENTS

Papers

 

 

 

821

Stereoselective preparation of a key intermediate toward the synthesis of nelfinavir

 

A stereoselective synthesis of a key intermediate toward the synthesis of the potent HIV protease inhibitor, nelfinavir is described using an intramolecular sulfilimine as a nucleophile to functionalize an olefin as the key step.

 

 

 

 

 

 

 

 

Sadagopan Raghavan* & Ch Naveen Kumar

 

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

 

 

 

 

 

 

 

829

Synthesis and regiospecific methylation of new benzimidazolyl β-ketosulfones and β-hydroxy­sulfones

 

 

 

 

 

 

 

 

 

N D Mahesh Kumar* & P K Dubey

 

Department of Chemistry, Jawaharlal Nehru Technological Hyderabad University, Kukatpally,

Hyderabad 500 085, India

 

 

 

 

 

 

 

 

 

 

835

1,3-Dipolar cycloadditions. Part XXI: Catalytic effects of Lewis acids on 1,3-dipolar cycloaddition of C-(4-chlorophenyl)-N-phenyl nitrone to benzylidene acetophenone

 

Remarkable changes in reaction rate and changes in selectivity of the cycloaddition of 1 to 2 in the presence of metal triflates and magnesium bromide are reported.

 

 

 

 

 

 

 

Nivedita Acharjee, Avijit Banerji* & Thierry Prangé

 

Centre of Advanced Studies on Natural Products including Organic Synthesis, Department of Chemistry, University College of Science, University of Calcutta, 92, Acharya Prafulla Chandra Road, Kolkata 700 009, India

 

 

 

 

 

 

 

843

Studies on Lewis-acid mediated domino reaction of N-protected bromomethylindoles with arenes/heteroarenes

 

Detailed study on Lewis-acid mediated domino reaction of N-protected 2/3-bromomethylindoles with arenes and hetero­arenes is reported. Two distinct mechanistic pathways for the formation of carbazoles starting from 1-phenylsulfonyl/1-tert-butoxycarbonyl bromomethylindoles have been proposed.

 

 

 

 

 

 

 

Vasudevan Dhayalan, Radhakrishnan Sureshbabu & Arasambattu K Mohanakrishnan*

 

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

 

 

 

 

 

 

 

 

 

 

 

 

858

Exploring structure indenture of some amino­pyrazolopyridine ureas as potent VEGFR/PDGFR multitargeted kinase inhibitors: A QSAR approach

 

QSAR models have been developed for a series of aminopyrazolopyridine ureas as KDR, VEGFR and PDGFR kinases inhibitors. The study suggests that the KDR inhibitors have significant correlation with hydrophobic, steric (principle moment of inertia of Y-component) and thermodynamic (polar surface area and bend energy) properties of the molecule.

 

 

 

Vivek K Vyas*, Garvita Joshi, Basant Namdeo & Arpit Gupta

 

Department of Pharmaceutical Chemistry, Institute of Pharmacy, Nirma University, Ahmedabad 382 481, India

 

 

 

 

 

 

 

 

Notes

 

 

 

 

 

 

868

Regioselective NaBH4 and DIBAL-H reductions of 3,4-dimethoxyhomopiperonyl­phthalimide: Concise and efficient synthesis of nuevamine and isonuevamine

 

Facile synthesis of nuevamine and isonuevamine has been reported via the regioselective reduction of hindered and unhindered carbonyl groups of 3,4-dimethoxyhomo­piperonyl­phthalimide, respectively using the sodium borohydride and diisobutylaluminum hydride, followed by an acid catalyzed intramolecular dehydrative cyclization pathways. The chemistry involved in obtaining the regioselectivity has been discussed in brief.

 

 

 

 

 

 

 

Prasad B Wakchaure, Sunita S Kunte & Narshinha P Argade*

 

Division of Organic Chemistry, National Chemical Laboratory (CSIR), Pune 411 008, India

 

 

 

 

 

 

 

 

 

 

 

 

872

Lithium hydroxide catalyzed Michael addition – An easy handling and non-toxic protocol

 

 

 

 

 

 

Kumari Sukanya & Dibakar Chandra Deka*

 

Department of Chemistry, Gauhati University, Guwahati 781 014, India

 

 

 

 

 

 

 

876

Ceric ammonium nitrate mediated oxidative dimerisation of 1-methoxy naphthalene

 

 

 

 

 

 

 

 

 

J Ramchander & A Ram Reddy*

 

Department of Chemistry, University College of Science, Osmania University Campus, Hyderabad 500 007, India

 

 

 

 

 

 

879

Synthesis and characterization of some novel isoxazolines and pyrazolines as potent anti­microbial agents

 

The title compounds 4a-h and 5a-h, have been prepared starting from chalcones 3a-h having 5-chlorothiophene moiety.

 

 

 

 

 

 

P V Badadhe, N M Chavan, P G Mandhane, R S Joshi, D R Nagargoje & C H Gill*

 

Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Auarangabad 431 004, India

 

 

 

 

 

 

 

 

 

 

 

 

 

885

Synthesis of some N,N-diethoxyphthalimido-5-(substitutedphenyl)-3-methyl-1,3a,4,5-tetrahydro­pyrazolo[3,4-c]pyrazole-4-spiro-5-substituted-1H-indole-2-one

 

N,N,N-Triethoxyphthalimido-3,5-dimethyl-4,7-dihydro-1H-pyrazolo[4′,3;5,6]pyrano[2,3c] pyrazole-4-spiro-5-substituted-1H-indole-2-one, 3a,b and N,N-diethoxyphthalimido-5-(substitutedphenyl)-3-methyl-1,3a,4,5-tetrahydro- pyrazolo­[3,4-c]pyrazole-4-spiro-5-substituted-1H -indol-2-one, 6a-f have been synthesized from isatine 1a,b and 5-methyl-2,4-dihydro-3H-pyrazol-3-one through multiple step approach. Synthesized compounds are characterized by analytical and spectral studies.

 

 

 

 

Nasir Hussain, Rajaram Dangi, Chirag Kumar Sharma & Ganpat Lal Talesara*

 

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

 

 

 

 

 

Authors for correspondence are indicated by (*)