Issue 21, 2014
From the journal:

Organic & Biomolecular Chemistry

Selective synthesis of (Z)-2-enynyl-2-hydroxy-imidazolidine-4,5-diones via Cu(i)-mediated multicomponent coupling of terminal alkynes, carbodiimides and oxalyl chloride†

Fei Zhao,a   Yuexing Li,a   Yang Wang,a   Wen-Xiong Zhang*ab  and  Zhenfeng Xia  

* Corresponding authors

a Beijing National Laboratory for Molecular Sciences, and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
E-mail: wx_zhang@pku.edu.cn
Fax: +86-10-62751708
Tel: +86-10-62759728

b State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, China

Abstract

(Z)-2-Enynyl-2-hydroxy-imidazolidine-4,5-diones 2 are synthesized for the first time via Cu(I)-mediated (Z)-selective geminal coupling among two molecules of terminal alkynes, carbodiimides, and oxalyl chloride. Further transformation of 2a is performed to yield a highly functionalized spiro heterocyclic compound 5.

Graphical abstract: Selective synthesis of (Z)-2-enynyl-2-hydroxy-imidazolidine-4,5-diones via Cu(i)-mediated multicomponent coupling of terminal alkynes, carbodiimides and oxalyl chloride

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Article information

DOI
https://doi.org/10.1039/C4OB00185K
Article type
Communication
Submitted
24 Jan 2014
Accepted
17 Mar 2014
First published
17 Mar 2014

Org. Biomol. Chem., 2014,12, 3336-3339

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Selective synthesis of (Z)-2-enynyl-2-hydroxy-imidazolidine-4,5-diones via Cu(I)-mediated multicomponent coupling of terminal alkynes, carbodiimides and oxalyl chloride

F. Zhao, Y. Li, Y. Wang, W. Zhang and Z. Xi, Org. Biomol. Chem., 2014, 12, 3336 DOI: 10.1039/C4OB00185K

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