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Synthesis 2025; 57(05): 1059-1071
DOI: 10.1055/s-0043-1775403
DOI: 10.1055/s-0043-1775403
paper
First Example of Aryl–Hetaryl Cross-Coupling via [5,5]-Sigmatropic Rearrangement
The authors thank the National Academy of Sciences of Ukraine for financial support (project ‘Directed synthesis, chemical transformations and properties of new nitrogen-containing heterocyclic compounds’; 0122U001857).
Abstract
Polysubstituted furans and thiophenes with orthogonal functional groups were synthesized by a Strecker-type reaction leading to (arylaminonitriles), which underwent a [5,5]-sigmatropic rearrangement under mild conditions. The intramolecular character of the rearrangement was additionally proved.
Key words
heterocycles - aminonitriles - sigmatropic rearrangement - furans - thiophenes - thiazolesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0043-1775403.
- Supporting Information
Publication History
Received: 04 May 2024
Accepted after revision: 28 August 2024
Article published online:
26 September 2024
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