Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

Total visitors: 5,418  since 1-02-07

VOL. 46B

NUMBER 2

FEBRUARY 2007

CONTENTS

Papers

 

 

 

303

Isothiazolo-fused quinoline analogues: Synthesis of isothiazolo [5, 4-b] quinolines and their oxidation products, 3[2H]-one-1, 1-dioxideisothiazolo [5, 4-b] quinolines from 2-chloro-3-formylquinolines

 

IPC: Int.Cl.8 C07D

Synthesis of isothiazolo[5, 4-b]quinolines 2 is described in two steps from the reaction of   2-chloro- 3-formylquinolines 1 with sodium sulfide and hydroxylamine followed by cyclisation with acetic anhydride.

 

 

 

 

A Srivastava, Atish Chandra & R M Singh*

 

 

 

 

 

 

 

308

The effect of Glu→Asp substitution on a 310 type fold in
Boc-(d)-Glu1-Ala2-Gly3-Lys4-NHMe

 

IPC: Int.Cl.8 C07C

The solution conformation of the peptide Boc-(d)-Asp1-Ala2-Gly3-Lys4-NHMe based on NMR studies is compared with its (d)-Glu1 analog reported earlier. Results establish that (d)-Asp analog is devoid of the salt bridge and is a complex ensemble of consecutive folds.

 

 

 

 

 

V D Bobade*, P C Mhaske & N D Gaikwad

 

 

 

 

 

 

 

314

Synthesis of n-alkyl glucosides by amyloglucosidase

 

IPC: Int.Cl.8 C07C

Amyloglucosidase from Rhizopus mold (3.2.1.3) have been employed for the synthesis of n-alkyl glucosides from alcohols of carbon chain lengths C1 to C18 and n-octyl glucoside, maltoside and sucroside by shake flask and reflux methods.

 

 

 

 

Giriyapura R Vijayakumar, Charles George &

Soundar Divakar*

 

 

 

 

 

 

 

 

 

 

 

 

 

320

Fate of Embelin in Pippalyadi Yoga, an Ayurvedic oral contraceptive: Structure of Embelin-borax complex and evaluation of anti-fertility activity

 

IPC: Int.Cl.8 A61K

The existence of embelin 1 in the complex form with borax in Pippalyadi Yoga, an Ayurvedic oral contraceptive have been reported. Its structure 3, stoichiometry and pH stability have been determined. Synthesis and isolation of 3 from Pippalyadi Yoga have been reported for the first time. The individual constituents along with embelin-borax complex and formulation have been evaluated for their anti-fertility effects.

 

 

 

 

 

 

 

 

 

Inder Pal Singh, Sandip B Bharate, Anubha Singh & Kamlesh K Bhutani*

 

 

 

 

 

 

 

326

Asymmetric synthesis of (R)-(–)-baclofen via asymmetric dihydroxylation

 

IPC: Int.Cl.8 C07C

 

 

 

 

 

 

 

 

V V Thakur, A S Paraskar & A Sudalai*

 

 

 

 

 

 

 

331

Cu(OTf)2 Catalyzed high yield synthesis of Hantzsch 1,4-dihydropyridines

 

IPC: Int.Cl.8 C07D

 

 

 

Abhimanyu S Paraskar & Arumugam Sudalai*

 

 

 

 

 

 

 

 

 

 

 

 

 

336

Synthesis and antimicrobial investigation of some novel phenyl pyrazole, azetidinone and diazenyl ethanone derivatives of benzofurans

 

IPC: Int.Cl.8 C07D

Salicylaldehyde and 2-hydroxy acetophenone on reaction with chloroacetone afford corresponding benzofurans 2a and 2b. The compounds 2a and 2b on treatment with phenylhydrazine in ethanol give 3a-d. The products 3a-d underwent cyclization to produce substituted pyrazoles 4a-d. The compounds 2a-b on treatment with aromatic amines afford 5a-h, these on treatment with chloroacetyl chloride produced azetidinones 6a-h. The compounds 2a and 2b with various diazotized aromatic amines produced phenyl diazenyl benzofurans 7a-h. Their antimicrobial activities have been evaluated.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

D B Aruna Kumar, G K Prakash, M N Kumaraswamy, B P Nandeshwarappa, B S Sherigara &

K M Mahadevan*

 

 

 

 

 

 

 

 

 

 

 

 

 

344

Synthesis of novel triazole, quinoline, oxazole and imidazole annulated carbostyrils by microwave irradiation

 

IPC: Int.Cl.8 C07D

A simple and ecofriendly synthesis of 3,4,6-tri­substi­tuted-9,10-dihydro-11-oxo-quinolino[2,3-b]-1,3,4-thiadiazino[2,3-d]-1,2,4-triazole 3, 2-guanidino / substituted guanidino-1,3-thiazolo[4,5-b]-1-H-6,8-disubstituted-4-oxo-quinoline 5, 2-guanidino/substituted guanidino-1,3-oxazolo[4,5-b]-1-H-6,8-disubstituted-4-oxo-quinoline 7 and 2-amino/substituted amino-3,8-dihydro-9-oxo-4,6-disubstituted quinolino[2,3-d]-imidazole 9 by microwave irradiation is found to be more efficient than the conventional method.

 

 

 

 

 

 

 

 

 

 

Vijay V Dabholkar* & Sagar D Parab

 

 

 

 

 

Notes

 

 

 

349

TiCl4 Promoted synthesis of benzimidazole derivatives

 

IPC Code: Int Cl.8 C 07 D

A highly efficient method for the synthesis of benzimidazoles from o-phenylenediamines and aldehydes using TiCl4 as a catalyst in solvent-free conditions is reported.

 

 

 

 

 

 

 

Rahul R Nagawade & Devanand B Shinde*

 

 

 

 

 

 

 

 

 

 

 

 

 

352

Synthesis and pharmacological study of thiazolidinones and mannich bases of 4-amino-3-mercapto-5-pyridin-3-yl-[1,2,4]-triazole

 

IPC: Int.Cl.8 C07D

4-Amino-5-(3-pyridyl)-4H-1,2,4-triazole-3-thiol 1 is prepared from methyl nicotinate through a multi-step reaction sequence1. Compound 1 react with various aromatic aldehydes in the presence of gl. acetic acid to give 4-substituted-benzal-amino-3-mercapto-5-pyridin-3yl-[1,2,4]-triazoles 2a-i, which on further cyclocondensation with thioacetic acid afforded 3-(3-mercapto-5-pyridin-3’’-yl-[1, 2, 4]-triazole-4-yl)-2-aryl-1,3-thiazolidin-4-ones 3a-i. Compounds 2a-i on reaction with formaldehyde and with different aromatic amines in dioxane yielded 2-[bis-aryl-amino-methyl]-5-pyridin-3-yl-4-substi­tuted-banzal-amino-2,3-di­­­hydro-[1,2,4]-triazlole-3-thiones 4a-i. The pharmacological evaluations have been performed for their antimicrobial and antitubercular activities.

 

 

 

 

 

 

 

 

T K Dave, D H Purohit, J D Akbari & H S Joshi*

 

 

 

 

 

 

 

357

Justicia lignans: Part 10 _ Synthesis of tiruneesiin,  the first neolignan from Justicia species

 

IPC: Int.Cl.8 C07D

Total synthesis of the benzofuranoid neolignan, (±)-tiruneesiin 1, has been achieved through Ag2O induced dimerization of methyl ferulate followed by functional group transformations.

 

 

 

 

 

 

 

 

Gottumukkala V Subbaraju*, Jakka Kavitha,

Dodda Rajasekhar, Feng-Lin Hsu & Kur-Ta Cheng

 

 

 

 

 

 

 

 

 

 

360

Synthesis and characterization of some 2-(1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-4-yl)-4H-chromon-4-ones, 4-(2-hydroxyphenyl)-6-(1-phenyl-3-(thiophen-2-yl)-1H-pyra­zol-4-yl)pyrimidine-2-(1H)-thione, 2-(5-(1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-4-yl)-1H-pyrazol-3-yl)phenol and 2-(2,3-dihydro-2-(1-phenyl-3-(thiophen-2-yl)-1H-pyra­zol-4-yl)-benzo[b][1,4]thiazepin-4-yl)-phenol

 

IPC: Int.Cl.8 C07C

Different thiophene containing chromones, thiopyrimdines, pyrazolyl pyrazoles and dihydro benzothiazepines are synthe­sized and characterized with the help of spectral studies.

 

 

M S More, M S Shingare, S B Kale, N R Dalvi &
B K Karale*

 

 

 

 

 

 

 

366

A new prenylated isoflavone from Tephrosia tinctoria

 

IPC: Int.Cl.8 C07D

A new prenylated isoflavone, 7-O-geranylbiochanin A 1 is isolated from the roots of Tephrosia tinctoria Pers. together with three known compounds, 7-O-methylglabranin 2, flemichapparin B 3 and dehydrodeguelin 4.

 

1

 

B Anil Kumar Reddy, S Ibrahim Khalivulla &

D Gunasekar*

 

 

 

 

 

 

 

 

 

 

 

 

 

370

Stereoselectivity of the Wittig reaction in two-phase system

 

IPC Code: Int. Cl.8 C07C

The Wittig reaction of benzyltriphenylphosphonium chloride with aliphatic and aromatic aldehydes has been investigated, respectively, in two-phase solvent system (dichloromethane / water) in the presence of sodium hydroxide.

 

 

 

 

 

 

Saleh Al Busafi* & Waffa Al Rawahi

 

 

 

 

 

 

 

375

A novel synthesis of nitrofuran containing 1,3,4,5-tetra substituted pyrazoles via 1,3-dipolar addition reaction

 

IPC: Int.Cl.8 C07D

 

 

 

 

 

 

3

 

 

 

Satheesha Rai N & Balakrishna Kalluraya*

 

 

 

 

 

 

 

 

 

 

 

 

 

379

Two new eudesmanolides from Sphaeranthus indicus (Linn)

 

IPC Code: Int Cl.8 A61K

 

 

 

Ravindra B Jadhav, Kiran B Sonawane, Nirmala R Deshpande & Supada R Rojatkar*

 

 

 

 

Authors for correspondence are indicated by (*)

IPC: International Patent Classification

Int.Cl8.: International Classification, 8th Edition, 2006