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Chan‐Lam‐type Azidation and One‐Pot CuAAC under CuI‐Zeolite Catalysis
ChemCatChem ( IF 4.5 ) Pub Date : 2020-02-25 , DOI: 10.1002/cctc.201902058
Arnaud Clerc 1 , Valérie Bénéteau 1 , Patrick Pale 1 , Stefan Chassaing 1
Affiliation  

The copper(I)‐exchanged zeolite CuI‐USY proved to efficiently catalyze the direct azidation of arylboronic acids with sodium azide under simple and practical conditions, namely at room temperature under air with methanol as solvent and without any additive. This easy‐to‐prepare and cheap catalytic material has been demonstrated to be recyclable and the mild azidation conditions further showed good functional‐group tolerance, leading to a variety of substituted (hetero)aryl azides (18 examples). Interestingly, the azidation reaction has been successfully coupled to a CuAAC reaction, thus allowing access to triazoles from arylboronic acids via a one‐pot CuI‐catalyzed process.

中文翻译:

CuI-沸石催化下的Chan-Lam型叠氮化和一锅CuAAC

铜(I)交换沸石Cu I -USY被证明可以在简单实用的条件下,即在室温,空气中,以甲醇为溶剂且无任何添加剂的情况下,有效地催化叠氮化钠直接芳基硼酸的叠氮化反应。这种易于制备且便宜的催化材料已被证明是可回收的,并且温和的叠氮化条件进一步显示出良好的官能团耐受性,从而导致了各种取代的(杂)芳基叠氮化物(18个例子)。有趣的是,叠氮化反应已成功地与CuAAC反应偶联,因此可以通过一锅Cu I催化过程从芳基硼酸中获得三唑。
更新日期:2020-02-25
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