Issue 5, 2023

Synthesis of 5H-chromeno[3,4-c]pyridine derivatives through ruthenium-catalyzed [2 + 2 + 2] cycloaddition

Abstract

Valuable 5H-chromeno[3,4-c]pyridines were conveniently prepared through ruthenium-catalyzed [2 + 2 + 2] cycloaddition of diversely substituted α,ω-diynes with various cyanamides. The reaction was highly regioselective and tolerated a wide range of 1-ethynyl-2-(prop-2-yn-1-yloxy)benzene derivatives and cyanamides providing 32 new tricyclic pyridines that can serve as building blocks for further functionalization and enable access to a biologically relevant intermediate.

Graphical abstract: Synthesis of 5H-chromeno[3,4-c]pyridine derivatives through ruthenium-catalyzed [2 + 2 + 2] cycloaddition

Supplementary files

Article information

Article type
Research Article
Submitted
02 Dec 2022
Accepted
26 Jan 2023
First published
07 Feb 2023

Org. Chem. Front., 2023,10, 1309-1315

Synthesis of 5H-chromeno[3,4-c]pyridine derivatives through ruthenium-catalyzed [2 + 2 + 2] cycloaddition

W. Parisot, S. Huvelle, M. Haddad, G. Lefèvre, P. Phansavath and V. Ratovelomanana-Vidal, Org. Chem. Front., 2023, 10, 1309 DOI: 10.1039/D2QO01918C

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