I2‑Catalyzed Oxidative Amidation of Benzylamines and Benzyl Cyanides under Mild Conditions

We report a novel and efficient method for the oxidation of benzylic carbons (amines and cyanides) into corresponding benzamides using a catalytic amount of I2 and TBHP as the green oxidant via the C–H bond cleavage of the benzylic carbon under mild reaction conditions. According to the literature s...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 82; no. 24; pp. 13632 - 13642
Main Authors Nageswara Rao, Sadu, Reddy, N. Naresh Kumar, Samanta, Supravat, Adimurthy, Subbarayappa
Format Journal Article
LanguageEnglish
Published American Chemical Society 15.12.2017
Subjects
amines
benzamides
carbon
chemical bonding
chemical structure
cleavage (chemistry)
cyanides
iodine
organic chemistry
oxidants
oxidation
surveys
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Summary:We report a novel and efficient method for the oxidation of benzylic carbons (amines and cyanides) into corresponding benzamides using a catalytic amount of I2 and TBHP as the green oxidant via the C–H bond cleavage of the benzylic carbon under mild reaction conditions. According to the literature survey, this is the first report for the oxidative amidation of benzylamines and decyanation of benzyl cyanides in one pot under metal-free conditions.
Bibliography:ObjectType-Article-1
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ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.7b02211