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A concise synthesis of 2-alkenyl-3-phenyl-4<em>H</em>-chromen-4-ones <em>via</em> novel C-C bond formation using sulfone as potential intermediate

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Title A concise synthesis of 2-alkenyl-3-phenyl-4<em>H</em>-chromen-4-ones <em>via</em> novel C-C bond formation using sulfone as potential intermediate
 
Creator Khanna, Leena
Khanna, Pankaj
Jain, Subhash C
 
Subject Sulfone
3-phenyl-4<em>H</em>-chromen-4-ones
Alkenylation
C-C bond formation
Ambident nucleophile
Lipophilicity
 
Description 945-954
A new methodology has been designed for the synthesis of some non-natural 2-alkenyl-3-phenyl-4<em>H</em>-chromen-4-ones of potential biological importance. The strategy makes use of appropriately substituted heteroaryl sulfone as the potent intermediate. An ambident nucleophile has been generated by treating the sulfone with NaH in DMF followed by its alkenylation, using a suitable alkenyl bromide, to yield a product which on reduction with sodium-amalgam gives the desired target molecule. Using this strategy, twelve new analogs of the target molecule have been successfully synthesized. These newly synthesized 3-phenyl-4<em>H</em>-chromen-4-ones are good candidates for exploration of biological activity as they all contain lipophilic chains, normally present in drug like molecules.
 
Date 2018-07-23T06:51:27Z
2018-07-23T06:51:27Z
2018-07
 
Type Article
 
Identifier 0975-0983(Online); 0376-4699(Print)
http://nopr.niscair.res.in/handle/123456789/44751
 
Language en_US
 
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>
 
Publisher NISCAIR-CSIR, India
 
Source IJC-B Vol.57B(07) [July 2018]