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Synthesis and antimicrobial activity of novel spiro-isoxazolyl oxazolidin-4-one-[5,5<sup>1</sup>]-1,2,4-oxadiazolines and thiazolidin-4-one-[5,5<sup>1</sup>]-1,2,4-oxadiazolines

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Field Value
 
Creator Rajanarendar, E
Reddy, A Siva Rami
Reddy, K Govardhan
Raju, S
 
Date 2011-12-07T12:19:38Z
2011-12-07T12:19:38Z
2011-12
 
Identifier 0975-0983(Online); 0376-4699(Print)
http://hdl.handle.net/123456789/13221
 
Description 1800-1806
The synthesis of novel isoxazolyl 1,6-dioxa-2,4,9-triazaspiro[5,5<sup>1</sup>]-non-2-ene-8-ones <b style="mso-bidi-font-weight:normal">4</b> and isoxazolyl 1-oxa-6-thia-2,4,9-triazaspiro[5,5<sup>1</sup>]-non-2-ene-8-ones <b style="mso-bidi-font-weight:normal">6</b> analogs is described. Reaction of <i style="mso-bidi-font-style:normal">N</i>-1-(3,5-dimethyl-4-isoxazolyl)-2-chloroacetamide <b style="mso-bidi-font-weight:normal">2</b> with arylisocyanates yields 3-(3,5-dimethyl-4-isoxazolyl)-2-arylimino-1,3-oxazolan-4-ones <b style="mso-bidi-font-weight:normal">3</b>. Cycloaddition of <b style="mso-bidi-font-weight:normal">3</b> with benzonitrile oxides furnishes novel spiro isoxazolyl oxazolidin-4-one[5,5<sup>1</sup>]-1,2,4-oxadiazolines <b style="mso-bidi-font-weight:normal">4</b>. Reaction of <b style="mso-bidi-font-weight: normal">2</b> with arylisothiocyanates affords 3-(3,5-dimethyl-4-isoxazolyl)-2-arylimino-1,3-thiazolan-4ones <b style="mso-bidi-font-weight:normal">5</b>. Cycloaddition of<b style="mso-bidi-font-weight: normal"> 5</b> with benzonitrile oxides yields novel spiro isoxazolyl thiazolidin-4-one[5,5<sup>1</sup>]-1,2,4-oxadiazolines <b style="mso-bidi-font-weight: normal">6</b>. All the new products have been characterized by elemental analyses, IR, <sup>1</sup>H&nbsp;NMR and mass spectral studies. Compounds <b style="mso-bidi-font-weight:normal">4</b> and<b style="mso-bidi-font-weight: normal"> 6</b> have been screened for their antimicrobial activity.
 
Language en_US
 
Publisher NISCAIR-CSIR, India
 
Rights <img src='http://nopr.niscair.res.in/image/cc-license-sml.png'> <a href='http://creativecommons.org/licenses/by-nc-nd/2.5/in' target='_blank'>CC Attribution-Noncommercial-No Derivative Works 2.5 India</a>
 
Source IJC-B Vol.50B(12) December 2011]
 
Subject Spiro-isoxazolyl oxazolidin-4-one[5,5<sup>1</sup>]-1,2,4-oxadiazolines
Spiro isoxazolyl thiazolidin-4-one[5,5<sup>1</sup>]-1,2,4-oxadiazolines
Cycloaddition
Antimicrobial activity
 
Title Synthesis and antimicrobial activity of novel spiro-isoxazolyl oxazolidin-4-one-[5,5<sup>1</sup>]-1,2,4-oxadiazolines and thiazolidin-4-one-[5,5<sup>1</sup>]-1,2,4-oxadiazolines
 
Type Article