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N-Tosylhydrazone directed annulation via C-H/N-N bond activation in Ru(II)/PEG-400 as homogeneous recyclable catalytic system: a green synthesis of isoquinolines

Abstract

A green and sustainable methodology for the synthesis of isoquinolines using Ru(II)/PEG-400 as a homogeneous recyclable catalytic system has been demonstrated. N-tosylhydrazone, a rarely explored directing group has been successfully employed for the annulation type of reaction with alkynes via C-H/N-N activation. Short reaction time with a simple extraction procedure, wide substrate scope with high yields of products, easily prepared substrates, biodegradable solvent and scalability up to the gram level enhances the efficiency and sustainability of the proposed protocol. Further, the expensive ruthenium based homogeneous catalytic system could be reused up to a fourth consecutive cycle without any loss in its activity.

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Publication details

The article was received on 09 May 2018, accepted on 08 Jun 2018 and first published on 08 Jun 2018


Article type: Paper
DOI: 10.1039/C8OB01082J
Citation: Org. Biomol. Chem., 2018, Accepted Manuscript
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    N-Tosylhydrazone directed annulation via C-H/N-N bond activation in Ru(II)/PEG-400 as homogeneous recyclable catalytic system: a green synthesis of isoquinolines

    D. S. Deshmukh and B. M. Bhanage, Org. Biomol. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8OB01082J

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