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Title: Formation of esters and amides via metal-free Csp2-Csp3 bond cleavage of α-nitro ketone: Mechanistic insight to the reaction pathway
Authors: Sarma, Manas Jyoti
Phukan, Prodeep
Keywords: C-C Cleavage;α-nitroketone;Esters;Amide;Bromamine-T
Issue Date: Apr-2018
Publisher: NISCAIR-CSIR, India
Abstract: A catalyst free protocol for nucleophilic Csp2-Csp3 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.
Page(s): 523-533
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.57B(04) [April 2018]

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