Synthesis 2013; 45(18): 2525-2532
DOI: 10.1055/s-0033-1339406
paper
© Georg Thieme Verlag Stuttgart · New York

Microwave-Assisted Cascade Cycloaddition for C–N Bond Formation: An Approach to the Construction of 1,4,5,6-Tetrahydropyrimidine and 2-Imidazoline Derivatives

Shujuan An
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education and College of Chemistry & Materials Science, Northwest University, Xi’an Shaanxi 710069, P. R. of China   Fax: +86(29)88308396   Email: lijianli@nwu.edu.cn
,
Bing Yin
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education and College of Chemistry & Materials Science, Northwest University, Xi’an Shaanxi 710069, P. R. of China   Fax: +86(29)88308396   Email: lijianli@nwu.edu.cn
,
Ping Liu
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education and College of Chemistry & Materials Science, Northwest University, Xi’an Shaanxi 710069, P. R. of China   Fax: +86(29)88308396   Email: lijianli@nwu.edu.cn
,
Xiangnan Li
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education and College of Chemistry & Materials Science, Northwest University, Xi’an Shaanxi 710069, P. R. of China   Fax: +86(29)88308396   Email: lijianli@nwu.edu.cn
,
Chen Li
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education and College of Chemistry & Materials Science, Northwest University, Xi’an Shaanxi 710069, P. R. of China   Fax: +86(29)88308396   Email: lijianli@nwu.edu.cn
,
Jianli Li*
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education and College of Chemistry & Materials Science, Northwest University, Xi’an Shaanxi 710069, P. R. of China   Fax: +86(29)88308396   Email: lijianli@nwu.edu.cn
,
Zhen Shi
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education and College of Chemistry & Materials Science, Northwest University, Xi’an Shaanxi 710069, P. R. of China   Fax: +86(29)88308396   Email: lijianli@nwu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 15 April 2013

Accepted after revision: 18 June 2013

Publication Date:
24 July 2013 (online)


Abstract

An efficient strategy for the synthesis of various 1,4,5,6-tetrahydropyrimidine and 2-imidazoline derivatives has been reported. The reactions proceeded from nitriles with ethylenediamine or 1,3-diaminopropane via cascade cycloaddition in the presence of CuL2 (L = 2-hydroxy-2-phenylacetate) to afford the corresponding 1,4,5,6-tetrahydropyrimidine or 2-imidazoline derivatives under reflux conditions or microwave irradiation in excellent yields.

Supporting Information

 
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