Ru(II)-Catalyzed spirocyclization of aryl N-sulfonyl ketimines with aryl isocyanates through an aromatic C–H bond activation

Nagarjuna Reddy K.; Subhadra U.; Sridhar B.; Subba Reddy B. V.

doi:10.1039/C7OB03198J

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Ru(ii)-Catalyzed spirocyclization of aryl N-sulfonyl ketimines with aryl isocyanates through an aromatic C–H bond activation†

Nagarjuna Reddy K.,

^ac Subhadra U.,^a Sridhar B.^b and Subba Reddy B. V.

*^a

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* Corresponding authors

^a Centre for Semiochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad – 500 007, India
E-mail: basireddy@iict.res.in
Web: http://www.iictindia.org

^b Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology, Hyderabad – 500 007, India

^c Academy of Scientific and Innovative Research (AcSIR), New Delhi – 110025, India

Abstract

A novel one-pot strategy has been developed for the construction of spiro-isoindolinone-benzosultams through a Ru(II)-catalyzed sequential C–C and C–N bond formation. This method is highly atom-economical and compatible with a wide range of substituents. This is the first report on the spirocyclization of 3-aryl N-sulfonyl ketimines with aryl isocyanates to produce highly rigid and pharmaceutically relevant spirocycles through a C–H bond activation.

This article is part of the themed collection: Synthetic methodology in OBC

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DOI: https://doi.org/10.1039/C7OB03198J
Article type: Paper
Submitted: 29 Dec 2017
Accepted: 13 Mar 2018
First published: 13 Mar 2018

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Org. Biomol. Chem., 2018,16, 2522-2526

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Ru(II)-Catalyzed spirocyclization of aryl N-sulfonyl ketimines with aryl isocyanates through an aromatic C–H bond activation

N. R. K., S. U., S. B. and S. R. B. V., Org. Biomol. Chem., 2018, 16, 2522 DOI: 10.1039/C7OB03198J

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Organic & Biomolecular Chemistry

Ru(ii)-Catalyzed spirocyclization of aryl N-sulfonyl ketimines with aryl isocyanates through an aromatic C–H bond activation†

Abstract

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Ru(II)-Catalyzed spirocyclization of aryl N-sulfonyl ketimines with aryl isocyanates through an aromatic C–H bond activation

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