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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 4
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Original Articles

Unusual synthesis of azines and their oxidative degradation to carboxylic acid using iodobenzene diacetate

Garima SumranDepartment of Chemistry, D.A.V. College (Lahore), Ambala City, Haryana, IndiaCorrespondence[email protected]
View further author information
,
Ranjana AggarwalDepartment of Chemistry, Kurukshetra University, Kurukshetra, Haryana, IndiaView further author information
,
Mona HoodaDepartment of Chemistry, Kurukshetra University, Kurukshetra, Haryana, IndiaView further author information
,
Dionisia SanzDepartamento de Química y Bio-orgánica, Facultad de Ciencias, UNED, Madrid, SpainView further author information
&
Rosa M. ClaramuntDepartamento de Química y Bio-orgánica, Facultad de Ciencias, UNED, Madrid, SpainView further author information
Pages 439-446 | Received 07 Sep 2017, Published online: 24 Jan 2018
 
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ABSTRACT

Reaction of 3-hydrazonobutan-2-one oxime with aromatic aldehydes resulted in the formation of 1,2-bis(arylidene)hydrazine commonly referred as azine as an unexpected product, instead of expected product 3-(aryl)methylenehydrazonobutan-2-one oxime, which were subsequently oxidized to corresponding aromatic acids with an ecofriendly oxidizing agent iodobenzene diacetate. Azines and carboxylic acids were characterized by IR and NMR (1H, 13C, HMBC, and HMQC) studies.

GRAPHICAL ABSTRACT

Additional information

Funding

We are thankful to Council of Scientific and Industrial Research (CSIR), New Delhi, India for providing Junior Research Fellowship (Grant 09/105(0236/2016-EMR-1).

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