CC BY-NC-ND 4.0 · SynOpen 2020; 04(04): 116-122
DOI: 10.1055/s-0040-1705980
paper

Ammonia–Borane-Mediated Reduction of Nitroalkenes

Chiara Faverio
,
Monica Fiorenza Boselli
,
Laura Raimondi
,
Maurizio Benaglia  ∗
M.B. thanks MIUR for funding through project PRIN 2017 ‘NATURECHEM’. M.B. thanks Università degli Studi di Milano for the PSR 2019-financed project ‘Catalytic Strategies for the Synthesis of High Added-Value Molecules from Bio-Based Starting Materials’. M.B. thanks the ITN-EID project Marie Sklodowska-Curie Actions Innovative Training Network - TECHNOTRAIN H2020-MSCA-ITN-2018 Grant Agreement 812944. www.technotrain-ITN.eu.
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Abstract

Ammonia borane (AB) has been successfully employed in the reduction of nitroalkenes. A variety of nitrostyrenes and alkyl-substituted­ nitroalkenes were chemoselectively reduced to the corresponding nitroalkanes, in short reaction time, with an atom-economic, simple experimental procedure that also works with α- and β-substituted nitroolefins.

Key words

reduction - ammonia borane - nitroalkenes - atom economy

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1705980.
  • Supporting Information


Publication History

Received: 21 September 2020

Accepted after revision: 09 October 2020

Article published online:
25 November 2020

© 2020. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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