PdII‐Catalyzed Spiroannulation of Cyclic N‐Sulfonyl Ketimines with Aryl Iodides through C–H Bond Activation

A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds to facilitate the annulation process. Pd is cheaper than...

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Bibliographic Details
Published in:European journal of organic chemistry 2017-08, Vol.2017 (28), p.4085-4090
Main Authors: Reddy, K. Nagarjuna, Rao, M. V. Krishna, Sridhar, B., Reddy, B. V. Subba
Format: Article
Language:English
Subjects:
Activation
Aromatic compounds
Catalysts
Chemical reactions
Cyclization
C–H activation
Heterocycles
Imines
Iodides
Organic chemistry
Palladium
Polycycles
Spiro compounds
Synthesis
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Summary:A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds to facilitate the annulation process. Pd is cheaper than other transition metal catalysts commonly used for the C–H activation, such as Ir and Rh. This approach leads to the synthesis of biologically relevant spiro‐benzosultams in a single‐step process. A new strategy has been developed for the synthesis of spirofluorenyl benzosultams through the annulation of aryl iodides with cyclic N‐sulfonyl ketimines. This method uses a readily available PdII catalyst for the activation of aryl C–H bonds, and leads to the synthesis of biologically relevant spiro‐benzosultams in a single step.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201700569