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Ruthenium‐Catalyzed Cascade Annulation of Indole with Propargyl Alcohols
Author(s) -
Kaufmann Julia,
Jäckel Elisabeth,
Haak Edgar
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201801846
Subject(s) - propargyl , ruthenium , annulation , cascade , bifunctional , indole test , chemistry , combinatorial chemistry , catalysis , propargyl alcohol , natural product , organic chemistry , chromatography
Cascade transformations forming multiple bonds and one‐pot procedures provide rapid access to natural‐product‐like scaffolds from simple precursors. These atom‐economic processes are valuable tools in organic synthesis and drug discovery. Herein, we report on ruthenium‐catalyzed cascade annulations of indole with readily available propargyl alcohols. These provide rapid access to diverse carbazoles, cyclohepta[ b ]indoles, and further fused polycycles with high selectivity. A bifunctional ruthenium complex featuring a redox‐coupled cyclopentadienone ligand acts as a common catalyst for the different cascade processes.