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Highly Efficient Synthesis of N-Substituted Isoindolinones and Phthalazinones Using Pt Nanowires as Catalysts

Linyan Shi, Lei Hu, Jiaqing Wang, Xueqin Cao* and Hongwei Gu*

*Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, and National Engineering Laboratory for Modern Silk, Soochow University, Suzhou 215123, China, Email: xqcaosuda.edu.cn, hongweisuda.edu.cn

L. Shi, L. Hu, J. Wang, X. Cao, H. Gu, Org. Lett., 2012, 14, 1876-1879.

DOI: 10.1021/ol300471a


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Abstract

Various N-substituted isoindolinones can be synthesized in excellent yields through the reductive C-N coupling and intramolecular amidation of 2-carboxybenzaldehyde with amines in the presence of ultrathin Pt nanowires as catalysts under 1 bar of hydrogen. These unsupported catalysts can also be used for the synthesis of phthalazinones in high yield when hydrazine or phenyl hydrazine is used instead of amines.

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Key Words

Isoindolinones


ID: J54-Y2012-1070