NISCAIR Online Periodicals Repository Collection: IJC-B Vol.49B(09) [September 2010]

Copper(II) chloride catalyzed Friedel-Crafts-type conjugate addition of indoles to ,-unsaturated enones: Synthesis of 3-substituted indoles

Sun, 29 Aug 2010 22:58:59 GMT

Title: Copper(II) chloride catalyzed Friedel-Crafts-type conjugate addition of indoles to ,-unsaturated enones: Synthesis of 3-substituted indoles

Authors: Kanwar, Deepika; Rani, Rashmi; Agarwal, Jyoti; Peddinti, Rama Krishna

Abstract: Several 3-substituted indoles have been synthesized in good to excellent yields by conjugate addition of indoles to ,-unsaturated enones such as chalcones, methyl vinyl ketone and cyclohexenone in the presence of catalytic amount of copper(II) chloride. The substitution of indoles occurred exclusively at the 3-position, and products of N-alkylation have not been observed.

Page(s): 1290-1299

Synthesis and biological screening of 7-alkyl-3,3a,4,5-tetrahydroisoxazolo[3,4-d]pyridazines and 3-chloromethyl-7-methyl-3a,4-dihydro-3H-isoxazolo[3,4-d][1,2]oxazine

Sun, 29 Aug 2010 22:58:59 GMT

Title: Synthesis and biological screening of 7-alkyl-3,3a,4,5-tetrahydroisoxazolo[3,4-d]pyridazines and 3-chloromethyl-7-methyl-3a,4-dihydro-3H-isoxazolo[3,4-d][1,2]oxazine

Authors: Naqvi, Tahira; Kapoor, Kamal K; Sharma, Rattan Lal

Abstract: Novel 3-acyl-4-bromomethyl- and 3-acyl-4,5-bischloromethyl-2-isoxazolines have been prepared from alkenes like allyl bromide and 1,4-dichloro-trans-2-butene respectively and methyl ketones using Fe(NO₃)₃.9H₂O. Further, 7-alkyl-3,3a,4,5-tetrahydroisoxazolo[3,4-d]pyridazines and 3-chloromethyl-7-methyl-3a,4-dihydro-3H-isoxazolo[3,4-d][1,2]oxazine have been prepared from all these 2-isoxazolines and 3-acetyl-4,5-bischloromethyl-2-isoxazoline respectively by their reaction with hydrazines and hydroxylamine respectively. These compounds have been obtained either as racemic-mixture or mixture of four diastereoisomers (two pairs of racemates) and are characterised by their elemental analysis and spectral studies. These compounds have been put to screening for antifungal and anti bacterial activity and the results have been found highly promising.

Page(s): 1282-1289

A green approach to chemoselective N-acetylation of amines using catalytic amount of zinc acetate in acetic acid under microwave irradiation

Sun, 29 Aug 2010 22:58:59 GMT

Title: A green approach to chemoselective N-acetylation of amines using catalytic amount of zinc acetate in acetic acid under microwave irradiation

Authors: Brahmachari, G; Laskar, S; Sarkar, S

Abstract: It has been found for the first time that zinc acetate alone can act as a selective N-acetylating agent without any solvent under closed vessel microwave irradiation. It is also observed that the use of a catalytic amount of this reagent in acetic acid is sufficient enough for smooth running of N-acetylation of a number of structurally diverse amines, and the reaction is chemoselective with respect to phenols, thiols, acids and alcohols. Herein is reported a simple, efficient, cost-effective and environmentally benign alternative method for chemoselective N-acetylation of amines using catalytic amount of zinc acetate in acetic acid under microwave irradiation. The reaction procedure requires no other solvent, and is rapid with good to excellent yields.

Page(s): 1274-1281

Synthesis and antimicrobial activity of 1-alkyl and aryl-3-(2-methyl-1,8-naphthyridin-3-yl)ureas

Sun, 29 Aug 2010 22:58:59 GMT

Title: Synthesis and antimicrobial activity of 1-alkyl and aryl-3-(2-methyl-1,8-naphthyridin-3-yl)ureas

Authors: Ramesh, D; Chary, M Thirumala; Laxminarayana, E; Sreenivasulu, B

Abstract: 1,8-naphthyridine derivatives have attracted considerable attention because they are the chief constituent of many compounds which have been isolated from natural sources, with various biological activities. Nalidixic acid, for example, possesses strong antibacterial activity and used mainly for the treatment of urinary tract infections with gram negative pathogensand Gemifloxacin has antimicrobial and antibacterial activities.It is known that (E)- and (Z)-o-(diethylamino)ethyl oximes of 1,8-naphthyridine series have the potential for use as local anesthetics and 1-(2-fluorobenzyl)-3-(2-tolyl)-1,8-naphthyridin-2(1H)-one is used for the treatment of memory disorders, in particular, Alzheimer’s disease. In recent years, research on derivatives of 1,8-naphthyridine has been intensive because these compounds show a wide range of biological activities. 2-Methyl-1,8-naphthyridine-3-carbonylazide has been synthesized from ethyl-2-methyl-1,8-naphthyridine-3-carboxylate following two different procedures. The azide on heating with aliphatic and aromatic primaryamines in xylene underwent Curtius rearrangement to furnish the title compounds. They have been screened for their antimicrobial activity.

Page(s): 1271-1273