Synthesis of functionalized quinoline derivatives via intramolecular C–H activation reactions of N-sulfonylamidines and isocyanides

A novel class of substituted quinolines was synthesized through a one-pot, four-component sequential reaction by intramolecular C–H activation of isocyanides with N -sulfonylamidines, catalyzed by copper(I) iodide and l -proline as a ligand in acetonitrile at room temperature. The readily available...

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Bibliographic Details
Published in:Monatshefte für Chemie 2020-10, Vol.151 (10), p.1591-1596
Main Authors: Sedaghat, Anna, Nematpour, Manijeh, Bayanati, Maryam, Tabatabai, Sayyed Abbas
Format: Article
Language:English
Subjects:
Acetonitrile
Analytical Chemistry
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Column chromatography
Cuprous iodide
Inorganic Chemistry
Organic Chemistry
Organic compounds
Original Paper
Physical Chemistry
Proline
Quinoline
Room temperature
Theoretical and Computational Chemistry
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Summary:A novel class of substituted quinolines was synthesized through a one-pot, four-component sequential reaction by intramolecular C–H activation of isocyanides with N -sulfonylamidines, catalyzed by copper(I) iodide and l -proline as a ligand in acetonitrile at room temperature. The readily available starting materials, no need for column chromatography, mild catalytic conditions, and moderate to high yields are important features of this simple one-pot reaction. Graphic abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-020-02684-5