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Synthesis 2018; 50(24): 4889-4896
DOI: 10.1055/s-0037-1610244
DOI: 10.1055/s-0037-1610244
paper
First Example of C–H Functionalisation in the 6-Nitroazolo[5,1-c]triazine Series
This research study was carried out with the financial support of the Russian Ministry of Education and Science (State contract 4.6351.2017/8.9). NMR spectra and elemental analyses were covered by a grant from the Russian Science Foundation (project 16-13-00008).Further Information
Publication History
Received: 18 June 2018
Accepted after revision: 19 July 2018
Publication Date:
23 August 2018 (online)
Abstract
The reaction of 6-nitroazolo[5,1-c]triazines with O-methylated polyphenols, with pyrrole and its benzo analogues, and with thiophene has been studied. Methods for the reduction of the nitro group in the resulting σH-adducts and subsequent oxidative aromatisation have been developed.
Key words
6-nitroazolo[5,1-c]triazines - σH-adducts - nitro group reduction - nucleophilic aromatic substitution of hydrogen - C–H functionalisationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610244.
- Supporting Information
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For selected reviews on the nucleophilic aromatic substitution of hydrogen (SN H reactions), see: