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Synthesis 2019; 51(03): 747-756
DOI: 10.1055/s-0037-1611056
DOI: 10.1055/s-0037-1611056
paper
N-Oxide-Controlled Chemoselective Reduction of Nitrofuroxans
This work was supported by the Russian Foundation for Basic Research (project 18-03-00332) and the Russian President’s Council for Grants (project MK-1302.2017.3).Further Information
Publication History
Received: 07 July 2018
Accepted after revision: 31 August 2018
Publication Date:
21 September 2018 (online)
Abstract
A facile and chemoselective SnCl2-mediated mild reduction of regioisomeric 3- and 4-nitrofuroxans for the synthesis of aminofurazans and aminofuroxans in good yields is developed. Reduction of 4-nitrofuroxans results in the selective formation of 4-aminofuroxans, while analogous reduction of 3-nitrofuroxans affords 3-aminofurazans as a result of simultaneous reduction of the nitro group and exocyclic N–O bond.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611056.
- Supporting Information
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