Copper-free 'click': 1,3-dipolar cycloaddition of azides and arynes

Copper-free 'click': 1,3-dipolar cycloaddition of azides and arynes
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DOI:
10.1039/b812403e
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发表时间:
2008-10-07
影响因子:
3.2
通讯作者:
Feringa, Ben L.
Feringa, Ben L.
中科院分区:
化学3区
文献类型:
--
作者:
Campbell-Verduyn, Lachlan;Elsinga, Philip H.;Feringa, Ben L.

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邻三甲基硅基三氟代芳烃在氟化物的促进下发生邻位消除反应生成芳烃,与不同的叠氮化合物发生[3+2]环加成反应生成取代的苯并三唑。快速的反应时间和温和的条件使其成为叠氮化物和炔的经典‘点击’反应的一个有吸引力的变化。
Arynes formed through fluoride-promoted ortho-elimination of o-(trimethylsilyl)aryl triflates can undergo [3 + 2] cycloaddition with various azides to form substituted benzotriazoles. The rapid reaction times and mild conditions make this an attractive variation of the classical 'click' reaction of azides and alkynes.