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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 7
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Original Articles

Fe‐HCl: An Efficient Reagent for Deprotection of Oximes as well as Selective Oxidative Hydrolysis of Nitroalkenes and Nitroalkanes to Ketones

Prasun K. Pradhan Department of Medicinal Chemistry, Indian Institute of Chemical Biology, Calcutta, India
,
Sumit Dey Department of Medicinal Chemistry, Indian Institute of Chemical Biology, Calcutta, India
,
Parasuraman Jaisankar Department of Medicinal Chemistry, Indian Institute of Chemical Biology, Calcutta, India
&
Venkatachalam S. Giri Department of Medicinal Chemistry, Indian Institute of Chemical Biology, Calcutta, IndiaCorrespondence[email protected]
Pages 913-922 | Received 11 Nov 2004, Published online: 21 Aug 2006
 
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Abstract

Fe‐HCl mixture was found to selectively perform oxidative hydrolysis of the nitroalkenes 1a–j and nitroalkanes 2a–j to the ketones 3a–j. Also, the reagent was observed to deprotect the oximes 7a–j to carbonyl compounds 8a–j in excellent yields.

Acknowledgment

S. D. thanks University Grants Commission, New Delhi, India, for Junior Research Fellowship and the other authors thank Council of Scientific and Industrial Research, New Delhi, India, for the generous grant.

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