Cleavage of the C–C triple bond of ketoalkynes: synthesis of 4(3H)-quinazolinones

Xifa Yang; Guolin Cheng; Jinhai Shen; Changsheng Kuai; Xiuling Cui

doi:10.1039/C4QO00260A

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Cleavage of the C–C triple bond of ketoalkynes: synthesis of 4(3H)-quinazolinones†

Xifa Yang,^a Guolin Cheng,*^a Jinhai Shen,^a Changsheng Kuai^a and Xiuling Cui*^a

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* Corresponding authors

^a Key Laboratory of Xiamen Marine and Gene Drugs, Institutes of Molecular Medicine and School of Biomedical Sciences, Huaqiao University & Engineering Research Center of Molecular Medicine, Ministry of Education, Xiamen 361021, China
E-mail: cuixl@hqu.edu.cn, glcheng@hqu.edu.cn

Abstract

A novel protocol for the synthesis of 4(3H)-quinazolinones via selective cleavage of the triple bond of ketoalkynes under oxidant-, metal-, and ligand-free conditions has been developed. Various 4(3H)-quinazolinones were obtained through fragmentation of the C–C triple bond and formation of two C–N bonds.

This article is part of the themed collection: Celebrating the 80th Birthday of Professor Ei-ichi Negishi

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Article information

DOI: https://doi.org/10.1039/C4QO00260A
Article type: Research Article
Submitted: 05 Oct 2014
Accepted: 09 Feb 2015
First published: 11 Feb 2015

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Org. Chem. Front., 2015,2, 366-368

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Cleavage of the C–C triple bond of ketoalkynes: synthesis of 4(3H)-quinazolinones

X. Yang, G. Cheng, J. Shen, C. Kuai and X. Cui, Org. Chem. Front., 2015, 2, 366 DOI: 10.1039/C4QO00260A

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Organic Chemistry Frontiers

Cleavage of the C–C triple bond of ketoalkynes: synthesis of 4(3H)-quinazolinones†

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Cleavage of the C–C triple bond of ketoalkynes: synthesis of 4(3H)-quinazolinones

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