Abstract

An efficient condition for the microwave synthesis of nitroalkanes from α,β-unsaturated nitroalkenes using tri-n-butyltin hydride as a mild reducing reagent under aqueous conditions is described. A variety of conjugated nitroalkenes have undergone reduction chemoselectively to yield corresponding nitroalkanes up to 95% yield in 8–30 min. Also, a possible ionic mechanism involving a six-membered cyclic transition state has been proposed.

Details

Title
Microwave-assisted chemoselective reduction of conjugated nitroalkenes to nitroalkanes with aqueous tri-n-butyltin hydride
Author
Annadka Shrinidhi 1 

 Department of Drug Design, University of Groningen, Antonius Deusinglaan 1, Postbus 196, Groningen 9700 AD, The Netherlands; Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India 
Publication year
2015
Publication date
Dec 2015
Publisher
Taylor & Francis Ltd.
e-ISSN
23312009
Source type
Scholarly Journal
Language of publication
English
ProQuest document ID
1837233949
Copyright
© 2015 The Author(s). This open access article is distributed under a Creative Commons Attribution (CC-BY) 4.0 license. This work is licensed under the Creative Commons Attribution License http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.