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Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

 

 

 

VOLUME 43 B

NUMBER 9

SEPTEMBER 2004

 

 

CONTENTS

 

Papers

1925

1,3-Dipolar cycloadditions : Part VII ¾ Cyclo­addition of C,N-diarylnitrones to ethyl crotonate

IPC: Int.Cl.7 C 07 D 261/02

 

The cycloaddition reactions of C-aryl-N-phenyl nitrones 1-4 and C-aryl-N-(p-chlorophenyl) nitrones 5 and 6 to ethyl crotonate have been investigated. The 3,4-trans-4,5-trans-2-phenyl-3-aryl-4-carbethoxy-5-methyl­isoxazolidines are obtained regio- and stereo­selectively as the major products with the cor­responding diastereomeric 3,4-cis-4,5-trans-isomers as minor cycloadducts. Structures and stereo­chemistry of the products have been determined by detailed NMR studies and X-ray crystallographic analysis.

 

 

Avijit Banerji*, Saugandha Dasgupta (Mrs Ray),  Piyali Sengupta (Mrs Saha), Thierry Prangé & Alain Neuman

 

1934

Low-valent titanium mediated synthesis of hydroxystilbenoids: Some new observations

IPC: Int.Cl.7 C 01 G 23/02

Dihydrostilbenes are formed with phenolic aldehydes.  Aliphatic substrates do not undergo depyranylation.

 

 

 

U Shadakshari, S Rele, S K Nayak & S Chattopadhyay*

 

1939

Synthesis and spectroscopic characterization of cholesteryl hydrogen phthalate and its deri­vatives

IPC: Int.Cl.7 C 07 J 1/00

The synthesis and spectroscopic characterization of cholesteryl hydrogen phthalate and its derivatives are reported in this paper. Cholesterol as well as phthalic anhydride are used as the starting materials in preparing cholesteryl hydrogen phthalate.

 

 

P F Ng, T W Sam, M C Feng, C B Yeoh &

M G Tay*

 

1944

Synthesis and fluorescence properties of 3-benzoxa- and thiazol-2-ylquinoline-5 or 7-maleimides

IPC: Int.Cl.7 C 07 D 215/00

 

Synthesis of four new 5- or 7- benzoxa/thiazol-2-ylquinolinemaleimides is described. Among these, 3-benzoxazol-2-ylquinoline-7-maleimide is found to be a useful protein label that gives highly fluorescent bioconjugate.

 

 

J S Nair & K N Rajasekharan*

 

1950

Ultrasound promoted synthesis of (±)-8-hydroxy-5-isopropyl-8-methyl-6(E)-nonen-2-one ((±)-sola­none hydrate) and 3,7-dimethyl-2(E),7-octa­dienyl­propionate

IPC: Int.Cl.7 C 07 C

A facile synthesis of the title compounds in good yield has been achieved via sonication as the key step.

 

 

Vasundhara Singh*, Sangeeta Chaudhary, Varinder Sapehiyia, Irvinder Kaur, Goverdhan Lal Kad & Jasvinder Singh

 

1954

A simple and efficient method for the synthesis of 1,2-benzisoxazoles : A series of its potent acetylcholinesterase inhibitors

IPC: Int.Cl.7 C 07 D 263/54

 

A simple and efficient method for the synthesis of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydro­chlo­ride is achieved. This reaction involves hydroxyl­amine sulfate/ KOH mediated, in situ generated oxime formation and its subsequent internal cyclisation followed by alkaline hydrolysis of N-protected ketone in one step. Synthesis of 1,2-benzisoxazole analogues is described and they are found to be potent acetylcholinesterase inhibitors.

 

 

Basappa, K Mantelingu, M P Sadashiva & K S Rangappa*

 

1958

Theoretical perspectives on the Cope rearrange­ment in bullvalene systems

IPC: Int.Cl.7 C 07 C 13/23

 

 

 

Transition state of bullvalene

 

 

Pebam Munindro Singh & R H Duncan Lyngdoh*

 

1969

Structure of ethyl-[(2-amino-4-phenyl)-5-thia­zolyl]­­acetate

IPC: Int.Cl.7 C 07 D 277/00

 

The crystal structure of ethyl-[(2-amino-4-phenyl) -5-thiazolyl]acetate has been determined by X-ray methods. The molecule on the whole is non-planar and the crystal structure is stabilized significantly by intra and intermolecular hydrogen bonds.

 

 

V N Narasimha Murthy, M K Kokila, Puttaraja, N C Shivaprakash*, M V Kulkarni & Mahesh

 

1973

Determination of drugs in pharmaceuticals and pesticides by micellar liquid chromatography

IPC: Int.Cl.7 A 61 K

 

Various samples ranging from pharmaceuticals to pesticides are discussed in wide range of real samples. Method development includes studies about effect of column, pH and organic modifier. Then optimum mobile phase is selected for each group using studies based on mathematical modelling software.

 

 

 

 

Devasish Bose*, Abhilasha Durgbanshi, M Elisa Capella-Peiró,Mayte Gil-Agustí, Samuel Carda-Broch & Josep Esteve-Romero*

 

1983

Kinetics of base catalysed O-acylation of hydroxamic acids

IPC: Int.Cl.7 C 07 C 259/00

 

A S Burungale, S L Padwal, S P Bondage,

R D Ingle & R A Mane* 

The kinetics of O-acylation of hydroxamic acids using acetic anhydride as an acylating agent in non-aqueous medium, acetonitrile / dioxane has been investigated. The order of reaction, thermodynamic parameters and probable mechanism of the acylation are reported.

1990

a -Effect of hydroxamate-ions in micellar media­ted reactions of p-nitrophenyl acetate

IPC: Int.Cl.7 C 07 C 251/00

 

The nucleophilic substitution reaction of p-nitro­phenyl acetate I with three hydroxamate anions II have been studied in the presence of CTAB.

 

 

Kallol K Ghosh*, Yurii Simanenko,

M L Satnami & Santosh K Sar

 

1995

The influence of the hydroxylic solvents on the reaction rates of diazodiphenylmethane with cycloalkylcarboxylic and cycloalkenylcarboxylic acids

IPC: Int.Cl.7 C 07 C 15/24

 

The rate constants for the reaction of diazodiphenylmethane with cyclohexylcarboxylic, cyclopentylcarboxylic, cyclohex-3-enylcarboxylic and cyclopent-3-enylcarboxylic acids have been determined in ten alcohols at 30°C. In order to explain the kinetic results through solvent effects, the second order rate constants of the examined acids are correlated using the total solvatochromic equation, of the form:

 Log k= A o + sp* + aa + bb,

where p*, b and a represent the solvent polarity, solvent hydrogen bond acceptor basicities and hydrogen bond donor acidities.

Ph2CN2 + RCOOH ® Ph2CHN2O2CR

 

 

 

 

Jasmina B Nikolić, Gordana S Ušćumlić* &

Vera V Krstić

 

2001

A new withanolide from the roots of Withania somnifera

IPC: Int.Cl.7 C A 61 K 35/00

 

Phytochemical studies on the roots of Withania somnifera (Solanaceae) resulted in the isolation of a new withanolide, glucosomniferanolide, characterized as (20R, 22S)-1-oxo-witha-2, 5, 24-trienolide-20-b-ol-20-d-glucopyranoside 1 by spectral analyses and chemical reactions.

 

A Kumar, M Ali* & S R Mir

 

Notes

 

2004

Synthesis of a covalent triferrocenyl cluster using p-ferrocenyl phenol

IPC: Int.Cl.7 C 07 C 39/04

 

 

 

 

 

 

 Saumitra Sengupta

 

2007

Synthesis of steroidal thiazolidinone: 3-Diazo(4′-thiazolidinon) cholest-4-ene

IPC: Int.Cl.7 C 07 J

 

Cholest-5-en-3-one 1 and thiosemicarbazide in the presence of conc. HCl yields cholest-4-en-3-one thiosemicarbazone 2, which on condensation with chloroacetic acid and anhy sodium acetate in glacial acetic acid affords steroidal thiazolidinone 3.

 

 

 Shamsuzzaman* & Nazish Siddiqui

 

2010

Synthesis of 1,8-naphthyridinyl-pyrazoles using microwave irradiation under solvent-free conditions

IPC: Int.Cl.7 C 07 D 231/00

 

POCl3-DMF over silica gel has been used for the rapid synthesis of 1,8-naphthyridinyl-pyrazoles 3 using solvent-free conditions and microwave irradiation.

 

 

 K Mogilaiah* & Ch Srinivas Reddy

 

2014

Chloramine-T mediated synthesis of 1,8-naph­thy­ri­dinyl-1,3,4-oxadiazoles

IPC: Int.Cl.7 C 07 D 271/10

 

Treatment of ethyl (2-oxo-3-phenyl-2H-[1,8]naph­thyridin-1-yl)acetate 2 with hydrazine hydrate followed by condensation of the resulting acid hydrazide 3 with aromatic aldehydes gives arylidene- hydrazides 4. Oxidative cyclization of 4 with chloramine-T affords 1-(5-phenyl-[1,3,4]oxadiazol-2-ylmethyl)-3-phenyl-2H-[1,8]naphthyridin-2-ones 5.

 

 

 

 

 K Mogilaiah*, K Srinivas & G Rama Sudhakar

 

2018

Microwave induced eco-friendly solvent-free Biginelli reaction catalyzed by calcium chloride

IPC: Int.Cl.7 C 01 F 11/20

 

An efficient one-pot rapid synthesis of 4-aryl-3, 4-dihydro­pyrimidine-2-(1H)-ones/thiones (DHPMs) in­vol­ving CaCl2 catalyzed Biginelli three-component condensation under micro­wave irradiation in a solvent-free condition is reported.

 

 

 

 

 Anup Kumar Misra*, Geetanjali Agnihotri & Soni Kamlesh Madhusudan

 

2021

Bisacetamide hydrochloride: A chemoselective and inexpensive N-acetylating reagent for aminophenols

IPC: Int.Cl.7 C 07 C 39/00

 

A facile and chemoselective acetylation of amino­phenols using bisacetamide hydrochloride under conventional heating and microwave irradiation has been developed.

 

 

 Yanqing Peng, Gonghua Song * & Fang Ding

 

2024

Iodoazidation of olefins by polymer-bound iodate (I) reagents

IPC: Int.Cl.7 C 07 C 11/00

 

Some new examples of iodoazidation of olefins by polymer-bound iodoazide 1 are described. In the case of dienes, good yields of mono-adducts are obtained when small equivalent of polymer-bound reagent is used.

 

 

 

 

 Md Abul Hashem* & Tahmina Haque

 

2027

Synthesis of some new 4-O-(-β-d-gluco­pyra­nosyloxy)-4, 6-diaryl-tetra­hydro­pyrimidine-2-thiones and their biological activities

IPC: Int.Cl.7 C 07 D 239/00 // A 61 P 31/10, 31/04

 

The title synthesis is described.

 

 

 V N Ingle*, S T Kharche & U G Upadhyay

 

2032

A convenient synthesis of 2-benzoyl-1, 5-diphenylpyrroles, a class of potentially biologi­cally active compounds

IPC: Int.Cl.7 C 07 D

 

A convenient synthesis of 2-benzoyl-1,5-diphenyl-
p­yrroles starting from
w-cinnamylideneacetophenones and nitrosobenzene has been achieved.

 

 

Asok K Mallik*, Surya K De &

Falguni Chattopadhyay

 

Book Review

 

2035

Reviews on Indian Medicinal Plants, Volume 1-(Abe-Alle), Volume 2-(Alli-Ard), Volume 3-(Are-Azi),

 

 

 

 

 

Prema Parvatharajan

 

Authors for correspondence are indicated by (*)

 

IPC: International Patent Classification

Int. Cl.: International Classification 7 edition, 1999