Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

VOL. 40B

NUMBER 11

NOVEMBER 2001

CONTENTS

Advances in Contemporary Research

 

 

 

1023

6,7-Dihydrobenzo[b]thiophene-4(5H)one and 5,6-dihydrobenzo[b]thiophene-7(4H)one

 

 

 

 

 

 

 

 

S Kamila & A De*

Two ketones are versatile intermediates in the synthesis of sulfur heterocycles.

 

 

 

 

 

Rapid Communications

 

 

 

1029

a-Dehydro b-amino acid derivatives as turn inducer: Synthesis of potential HIV protease inhibitors based on structural mimicry

 

 

 

 

 

 

 

S Rajesh, Jyoti Srivastava & Javed Iqbal*

 

 

 

 

 

 

 

 
1033

A new total synthesis of (±)-pisiferic acid

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Pranab Dutta Gupta, Ashutosh Pal &

Debabrata Mukherjee*

A new total synthesis of (±)-pisiferic acid 6 has been accomplished using 1, 2, 3, 4 and 5 as intermediates.

 

 

 

 
1036

A simple and efficient aerobic epoxidation of alkenes by a novel m-dimethoxo-bridged differric salen derivative

 

 

 

 

 

 

 

 

 

 

 

N Devan, R Viswanathan &

S Chandrasekaran*

A novel dimethoxo-bridged diferric salen derivative 1 has been synthesized as a model for binuclear non-heme iron proteins and is shown to be an efficient non-heme catalyst for the aerobic epoxidation of alkenes in the presence of isobutyraldehyde.

 

 

 

 

 

 

 

 

 
1039

Oxidative cleavage of diethyldithioacetals by ammonium bromide promoted by (NH4)6Mo7O24.4H2O-H2O2: A useful synthetic protocol for regeneration of carbonyl compounds

 

 

 

 

 

 

 

 

 

 

 

Abu T Khan*, Joshodeep Boruwa,

Ejabul Mondal & Gopal Bose

 

 

 

 

 

 

 

 

 

 

 

 

 

   R1=aryl/alkyl/sugar residue, R2=H

   or R1=aryl, R2=alkyl

 

 

 

Papers

 

 

 

 
1043

A short and efficient stereoelective synthesis of the potent 5-lipoxygenase inhibitor, CMI-977

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Darren J Dixon, Steven V Ley*

Dominic J Reynolds & Mukund S Chorghade

A short, stereoselective route to the potent 5-lipoxygenase inhibitor, CMI-977, using as the key step, an oxygen to carbon rearrangement of an alkynyl  stannane tetrahydrofuranyl ether derivative is described.

 

 

 

 

 

1054

Steroidal aromatase inhibitors: Model receptor surfaces and 3D QSAR

 

 

 

 

 

 

 

 

 

 

 

Ram K R Jetti, Addlagatta Anthony,

Ashwini Nangia & Gautam R Desiraju*

Some 2-oxasteroids are evaluated as novel leads for aromatase inhibitors with receptor surfaces generated in the Drug Discovery Workbench (Cerius2).

 

 

 

 

 

 

 

 

1063

High diastereoselectivity in Hosomi-Sakurai reaction on metal-complexed acyclic enones: Role of out-of-plane coordination of Lewis acid

 

 

 

 

 

 

 

 

 

 

Surojit Sur, Sunil K Mandal,

Sambasivam Ganesh, Vedavati G Puranik &

Amitabha Sarkar*

Efficient endo-selective Hosomi-Sakurai reaction of flexible acyclic enones anchored on arene-tricarbonylchromium template attests to diastereocontrol dictated by out-of-plane bound Lewis acid.

 

 

 

 

 

 

 

 

 
1072

Michael reaction of acyclic b-enaminoesters derived from a-alkyl-b-ketoesters and chiral a-methylbenzylamine: Stereoselective generation of quaternary carbon centres

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Soumen Maiti, Nanda Ghoshal,

Ranjan Mukhopadhyay, Basudev Achari &

Asish Kr Banerjee*

 

 

 

 

 

 

 
1081

Chemical approaches to protein engineering 20: The transformation of coded amino acid tyrosine to pro-templates having metal uptake potential in peptide/protein segments

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Subranania Ranganathan* &

Natarajan Tamilarasu

Tyrosine in peptide/protein segments has been transformed to pro-templates, I, II and III having potential for the uptake of copper, cobalt and nickel.

 

 

 

 

 

 

 
1104

Synthetic ionophores: Part 22¾Synthesis and ionophore behaviour of dioxadiamide-amine based macrocycles appended on binaphthol, biphenyl and calix[4]arene platforms

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Harjit Singh*, Rajan Sharma,

Vaishalli Malik & Subodh Kumar

Amongst these macrocycles, the calix[4]arene based macrocycle 10 shows reasonable selectivity towards Pb2+ over alkali and alkaline earth metal cation picrates.

 

 

 

 

 

 

 
1108

A facile generation of quinolone quinone methide and its [4+2] cycloaddition to pentafulvenes: Synthesis of novel pyranoquinolinone derivatives

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Vijay Nair*, C N Jayan, P M Treesa,

J Swaroop Mathen & Luxmi Varma

A mild and efficient protocol for the generation of quinolone quinone methide and its Diels-Alder reactions with pentafulvenes leading to novel pyranoquinolinone derivatives in very good yields are reported.

 

 

 

 

 

 

 

 
1114

Synthesis of mono- and di-azido-hexopyranoses with N-alkyl and N,N-dialkylamino groups at C-2 position: Intermediates for accessing new polyaminosugars

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Bindu Ravindran & Tanmaya Pathak*

 

 

 

 

 

 

 
1121

Photoinduced electron transfer reaction: Photocyclization of methoxynaphthyl analogues of chalcones

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Samiran Kar & Saswati Lahiri*

 

 

 

 

 

 

 

 
1125

Synthesis of a new series of 10a-nitrodeoxo­arte­misinin and their antimalarial activity

 

 

 

 

 

 

 

 

 

 

 

Biswajit Kalita, Ghanashyam Bez,

Apurba Barua & Nabin C Barua*

 

 

 

 

Notes

 

 

 

 
1129

Synthesis of the grass alkaloid perlolidine through a pyridyne cyclisation reaction

 

 

 

 

 

 

 

 

 

 

 

S V Kessar & Paramjit Singh*

 

 

 

 

 

 

 
1132

A convenient and general synthesis of alkyl alkylthiomethyl/aryl arylthiomethyl sulfides and chiral sulfoxides by (camphorsulfonyl) oxaziridines

 

 

 

 

 

 

 

 

 

Arindam Chakraborty, Sujit Das Adhikari &

Jayanta K Ray*

A convenient, efficient procedure for the synthesis of thiomethyl sulfides and their reactions with enantiomerically pure (camphorsulfonyl)oxaziridines results in formation of enatioselective monosulfoxides.

 

 

 

 

 

 

 

 
1134

A new synthetic method for the reduction of imines by samarium-induced reaction

 

 

 

 

 

 

Bimal K Banik*, Anjan Ghatak,

Susanta Samajdar, Manas K Basu,

Linda Hackfeld, Indrani Banik,

Oliwia Zegrocka & Frederick F Becker

Samarium metal induced reduction of the imines towards the synthesis of secondary amines has been investigated.

 

 

 

 

 

 

 

 
1140

Transformation of phthalaldehyde to indenoisoxazole derivatives

 

 

 

 

 

 

 

 

 

 

Mita Dhar & Anup Bhattacharjya*

Phthalaldehyde has been transformed to indenoisoxazoles via the silyl nitronate or nitrile oxide cycloaddition of 1-stilbenyl-2-nitroethane intermediates.

 

 

 

 

 

 

 

 
1144

Allylic oxidation in annulated bicyclo[2.2.2]-octenones: Effect of conformational flexibility of the annulated rings

 

 

 

 

 

 

 

 

 

 

Vishwakarma Singh* & Punitha Vedantham

 

 

 

 

 

 

 
1148

Aqueous organotin chemistry: Part 3 ¾ Triphenyltin hydride and di-n-butyltin dichloride mediated nucleophilic substitution of 2-iodobenzoates in water

 

 

 

 

 

 

 

 

 

 

 

Koushik Das Sarma & Uday Maitra*

Triphenyltin hydride (TPTH) has been found to effect the nucleophilic substitution of 2-iodobenzoates in the presence of various nucleophiles in water.  The organotin amount has been reduced from 3 equiv. to 0.75 equiv. using di-n-butyltin dichloride (DBTDC) to preform the ester prior to the addition of the nucleophile.

 

 

 

 

 

 

 

Authors for correspondence are indicated by (*)

 

 

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