NISCAIR Online Periodicals Repository Collection: IJC-B Vol.51B(09) [September 2012]

Synthesis of racemic and chiral Carvedilol starting from corresponding 5-(chloromethyl)oxazolidin-2-one

Wed, 29 Aug 2012 22:58:59 GMT

Title: Synthesis of racemic and chiral Carvedilol starting from corresponding 5-(chloromethyl)oxazolidin-2-one

Authors: Kumar, B Anand; Babu, K Veera; Rao, Rama Koteshwar; Srinivas, Kumbam; Madhusudhan, G; Mukkanti, K

Abstract: The synthesis of racemic Carvedilol ((±)-1) has been achieved starting from 2-(chloromethyl) oxirane ((±)-2) in a four-step sequence. 5-(Chloromethyl) oxazolidin-2-one ((±)-3) and 5-((9H-carbazol-4-yloxy) methyl) oxazolidin-2-one ((±)-4) are intermediates. A similar sequence starting from (R)- or (S)-2-(chloromethyl)oxirane 2 give corresponding chiral 5-((9H-carbazol-4-yloxy)methyl) oxazolidin-2-one 4 followed by chiral Carvedilol 1. The synthetic sequence followed avoids the formation of impurity B (bis impurity). This approach can be useful for the preparation of pharmaceutically important moieties containing β-amino alcohols without formation of bis impurity.

Page(s): 1430-1435

Facile synthesis of spiro-fused heterocyles by multicomponent reactions under solvent-free conditions

Wed, 29 Aug 2012 22:58:59 GMT

Title: Facile synthesis of spiro-fused heterocyles by multicomponent reactions under solvent-free conditions

Authors: Devi, Laishram Ronibala; Singh, Okram Mukherjee

Abstract: A facile synthesis of spiro-fused heterocycles by using three component cyclocondensations of aromatic aldehydes, Meldrum’s acid and urea/thiourea in the presence of catalytic amount of stannous chloride dihydrate under solvent-free conditions is reported.

Page(s): 1426-1429

Synthesis and evaluation of some novel 2,4-thiazolidinedione derivatives for antibacterial, antitubercular and antidiabetic activities

Wed, 29 Aug 2012 22:58:59 GMT

Title: Synthesis and evaluation of some novel 2,4-thiazolidinedione derivatives for antibacterial, antitubercular and antidiabetic activities

Authors: Pattan, Shashikant; Kedar, Manisha; Pattan, Jayashri; Dengale, Santosh; Sanap, Manjusha; Gharate, Utkarsha; Shinde, Punam; Kadam, Sushma

Abstract: A series of 2,4-thiazolidinedione have been synthesized and evaluated for antibacterial, antitubercular and antidiabetic activities. The newly synthesized compounds have been characterized by IR, ¹H NMR and elemental analysis. All compounds have shown promising antibacterial, antitubercular and antidiabetic activities when compared with standard drug Norfloxacin, Streptomycin, and Glibenclamide respectively. Compounds 1a, 2a have shown promising antibacterial activity while compounds 1b, 2b have shown promising antitubercular activity and compounds 1a, 2a and 2c have shown promising antidiabetic activity.

Page(s): 1421-1425

One-pot synthesis of coumarin substituted dihydrofurans

Wed, 29 Aug 2012 22:58:59 GMT

Title: One-pot synthesis of coumarin substituted dihydrofurans

Authors: Chunduru, Venkata Sreenivasa Rao; Vedula, Rajeswar Rao

Abstract: A sequential one-pot two-step tandem reaction for an efficient synthesis of 2,3-dihydrofurans substituted with 2H-benzopyrans has been developed. One-pot reaction of in situ formed benzopyran substituted pyridinium ylides with aromatic aldehydes and dimedone gives corresponding 2,3-dihydrofurans in good yields. The structures of the final compounds have been assigned as trans-2,3-dihydrofurans on the basis of their NMR spectra.

Page(s): 1417-1420