Synlett 2012; 23(10): 1529-1533
DOI: 10.1055/s-0031-1291042
letter
© Georg Thieme Verlag Stuttgart · New York

Potassium tert-Butoxide Promoted Cycloaddition Reaction for the Synthesis of 1,5-Disubstituted 1,2,3-Triazoles from Aromatic Azides and Trimethylsilyl-Protected Alkynes

Luyong Wu*
College of Chemistry and Chemical Engineering, Hainan Normal University, No.99, Longkun South Road, Haikou 571158, P. R. of China, Fax: +86(898)65889422.   eMail: wuluyong@hainnu.edu.cn
,
Yuxue Chen
College of Chemistry and Chemical Engineering, Hainan Normal University, No.99, Longkun South Road, Haikou 571158, P. R. of China, Fax: +86(898)65889422.   eMail: wuluyong@hainnu.edu.cn
,
Mi Tang
College of Chemistry and Chemical Engineering, Hainan Normal University, No.99, Longkun South Road, Haikou 571158, P. R. of China, Fax: +86(898)65889422.   eMail: wuluyong@hainnu.edu.cn
,
Xinming Song
College of Chemistry and Chemical Engineering, Hainan Normal University, No.99, Longkun South Road, Haikou 571158, P. R. of China, Fax: +86(898)65889422.   eMail: wuluyong@hainnu.edu.cn
,
Guangying Chen
College of Chemistry and Chemical Engineering, Hainan Normal University, No.99, Longkun South Road, Haikou 571158, P. R. of China, Fax: +86(898)65889422.   eMail: wuluyong@hainnu.edu.cn
,
Xiaoping Song
College of Chemistry and Chemical Engineering, Hainan Normal University, No.99, Longkun South Road, Haikou 571158, P. R. of China, Fax: +86(898)65889422.   eMail: wuluyong@hainnu.edu.cn
,
Qiang Lin
College of Chemistry and Chemical Engineering, Hainan Normal University, No.99, Longkun South Road, Haikou 571158, P. R. of China, Fax: +86(898)65889422.   eMail: wuluyong@hainnu.edu.cn
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Publikationsverlauf

Received: 03. Januar 2012

Accepted after revision: 25. März 2012

Publikationsdatum:
25. Mai 2012 (online)


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Abstract

The cycloaddition reaction of aromatic azides and trimethylsilyl alkynes upon treatment with desilylating reagents was investigated. In the process, the use of t-BuOK in wet DMF generated 1,5-disubstituted 1,2,3-triazoles regioselectively in moderate to good yields at ambient temperature.

Supporting Information