4-Trimethylsilyl-5-iodo-1,2,3-triazole: A Key Precursor for the Divergent Syntheses of 1,5-Disubstituted 1,2,3-Triazoles
4-Trimethylsilyl-5-iodo-1,2,3-triazole: A Key Precursor for the Divergent Syntheses of 1,5-Disubstituted 1,2,3-Triazoles
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4-三甲基甲硅烷基-5-碘-1,2,3-三唑：1,5-二取代的 1,2,3-三唑不同合成的关键前体
DOI：
10.1055/s-0034-1379970
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发表时间：
2015-03-01
期刊：
影响因子：
2
通讯作者：
Zhang, Guisheng
中科院分区：
文献类型：
--
作者：
Li, Lingjun;Shang, Tongpeng;Zhang, Guisheng
本文报道了双功能的4 - 三甲基硅基 - 5 - 碘 - 1,2,3 - 三氮唑（TMSIT），其可在室温下由易得的三甲基硅基炔烃、叠氮化物和碘化亚铜直接高效合成。以TMSIT作为关键前体，通过一锅法中铜/钯催化的顺序偶联反应和脱硅反应，开发出一种用于制备1,5 - 二取代1,2,3 - 三氮唑的发散性合成方案。
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.