Copper-catalyzed cycloaddition between hydrogen phosphonates and activated alkenes: synthesis of phosphonoisoquinolinediones

Ju Wu; Yuzhen Gao; Xin Zhao; Liangliang Zhang; Weizhu Chen; Guo Tang; Yufen Zhao

doi:10.1039/C5RA22570A

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Copper-catalyzed cycloaddition between hydrogen phosphonates and activated alkenes: synthesis of phosphonoisoquinolinediones†

Ju Wu,^a Yuzhen Gao,^a Xin Zhao,^a Liangliang Zhang,^a Weizhu Chen,^ab Guo Tang*^a and Yufen Zhao^a

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* Corresponding authors

^a Department of Chemistry, College of Chemistry and Chemical Engineering, The Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen, Fujian 361005, China
E-mail: t12g21@xmu.edu.cn
Fax: +86-592-2185780

^b The Third Institute of Oceanography of the State Oceanic Administration, Xiamen, Fujian 361005, China

Abstract

A new, general method for the synthesis of phosphonoisoquinolinediones has been achieved via copper-catalyzed phosphonation–cyclization of various methacryloylbenzamides with P(O)H compounds. This transformation allows the direct formation of a P–C bond and the construction of an isoquinolinedione ring in one reaction.

This article is part of the themed collection: Editors’ collection: Catalytic Organic Transformations

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Article information

DOI: https://doi.org/10.1039/C5RA22570A
Article type: Communication
Submitted: 28 Oct 2015
Accepted: 11 Dec 2015
First published: 15 Dec 2015

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RSC Adv., 2016,6, 303-306

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Copper-catalyzed cycloaddition between hydrogen phosphonates and activated alkenes: synthesis of phosphonoisoquinolinediones

J. Wu, Y. Gao, X. Zhao, L. Zhang, W. Chen, G. Tang and Y. Zhao, RSC Adv., 2016, 6, 303 DOI: 10.1039/C5RA22570A

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Copper-catalyzed cycloaddition between hydrogen phosphonates and activated alkenes: synthesis of phosphonoisoquinolinediones†

Abstract

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Copper-catalyzed cycloaddition between hydrogen phosphonates and activated alkenes: synthesis of phosphonoisoquinolinediones

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