Synlett 2015; 26(05): 695-699
DOI: 10.1055/s-0034-1379970
letter
© Georg Thieme Verlag Stuttgart · New York

4-Trimethylsilyl-5-iodo-1,2,3-triazole: A Key Precursor for the Divergent Syntheses of 1,5-Disubstituted 1,2,3-Triazoles

Lingjun Li*
Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. of China   eMail: lingjunlee@htu.cn   eMail: zgs6668@yahoo.com
,
Tongpeng Shang
Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. of China   eMail: lingjunlee@htu.cn   eMail: zgs6668@yahoo.com
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Xiaonan Ma
Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. of China   eMail: lingjunlee@htu.cn   eMail: zgs6668@yahoo.com
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Haiyun Guo
Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. of China   eMail: lingjunlee@htu.cn   eMail: zgs6668@yahoo.com
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Anlian Zhu
Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. of China   eMail: lingjunlee@htu.cn   eMail: zgs6668@yahoo.com
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Guisheng Zhang*
Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. of China   eMail: lingjunlee@htu.cn   eMail: zgs6668@yahoo.com
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Publikationsverlauf

Received: 07. November 2014

Accepted after revision: 14. Dezember 2014

Publikationsdatum:
26. Januar 2015 (online)


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Abstract

Bifunctional 4-trimethylsilyl-5-iodo-1,2,3-triazoles (TMSIT) were reported in this paper, which could be efficiently synthesized directly from readily accessible TMS-alkyne, azide, and copper(I) iodide at room temperature. Using TMSIT as key precursors, a divergent protocol for the preparation of 1,5-disubstituted 1,2,3-triazoles was developed via sequential copper/palladium-catalyzed coupling reactions and desilylation in one pot.

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