Formation of esters and amides <em>via</em> metal-free C<em><sub>sp</sub></em>2-C<em><sub>sp</sub></em>3 bond cleavage of α-nitro ketone: Mechanistic insight to the reaction pathway
IR@NISCAIR: CSIR-NISCAIR, New Delhi - ONLINE PERIODICALS REPOSITORY (NOPR)
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Title |
Formation of esters and amides <em>via</em> metal-free C<em><sub>sp</sub></em>2-C<em><sub>sp</sub></em>3 bond cleavage of α-nitro ketone: Mechanistic insight to the reaction pathway
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Creator |
Sarma, Manas Jyoti
Phukan, Prodeep |
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Subject |
C-C Cleavage
α-nitroketone Esters Amide Bromamine-T |
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Description |
523-533
A catalyst free protocol for nucleophilic C<em><sub>sp</sub></em>2-C<em><sub>sp</sub></em>3 bond cleavage of α-nitroketone has been achieved for the formation of C-O and C-N bond. A series of differently substituted α-nitroketones could be selectively cleaved and converted into corresponding esters and tosylamides in presence of alcohols and bromamine-T respectively. Mechanism of the C-C bond cleavage has been proposed by identifying different reaction intermediates using IR and NMR spectroscopic methods. |
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Date |
2018-04-12T06:06:48Z
2018-04-12T06:06:48Z 2018-04 |
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Type |
Article
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Identifier |
0975-0983(Online); 0376-4699(Print)
http://nopr.niscair.res.in/handle/123456789/44182 |
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Language |
en_US
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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>
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Publisher |
NISCAIR-CSIR, India
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Source |
IJC-B Vol.57B(04) [April 2018]
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