A direct strategy to synthesize hybrid benzothiazole–carbamate moieties via O-acylation of phenols under metal–organic framework catalysis,Reaction Chemistry & Engineering

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A direct strategy to synthesize hybrid benzothiazole–carbamate moieties via O-acylation of phenols under metal–organic framework catalysis
Reaction Chemistry & Engineering ( IF 3.4 ) Pub Date : 2017-07-13 00:00:00 , DOI: 10.1039/c7re00067g
Chung K. Nguyen _{1,

2,

3,

4,

5} , Nguyen B. Nguyen _{1,

2,

3,

4,

5} , Oanh N. Chu _{1,

2,

3,

4,

5} , Ha V. Dang _{1,

2,

3,

4,

5} , Tung T. Nguyen _{1,

2,

3,

4,

5} , Nam T. S. Phan _{1,

2,

3,

4,

5}

Affiliation

Carbamates containing a benzothiazole moiety were synthesized via cross-dehydrogenative coupling of phenols with N,N-disubstituted formamides utilizing the metal–organic framework Cu-CPO-27 as a productive and recyclable heterogeneous catalyst. These hybrid structures would combine the benefits from both carbamates and benzothiazoles in terms of biological and pharmaceutical activities. The Cu-CPO-27 framework exhibited better catalytic efficiency for the synthesis of carbamates than various MOFs. It was feasible to recover and reuse the catalyst without an appreciable deterioration in catalytic efficiency. To the best of our knowledge, this is the first heterogeneous catalytic protocol towards the generation of a hybrid carbamate–benzothiazole skeleton via direct coupling reaction.

中文翻译：

在金属-有机骨架催化下通过苯酚的O-酰化反应合成杂苯并噻唑-氨基甲酸酯部分的直接策略

含有苯并噻唑部分的氨基甲酸酯是通过将苯酚与N，N-二取代的甲酰胺通过金属-有机骨架Cu-CPO-27作为生产性和可循环利用的非均相催化剂进行交叉脱氢偶联而合成的。这些杂化结构将结合氨基甲酸酯和苯并噻唑在生物和药物活性方面的优势。与各种MOF相比，Cu-CPO-27骨架对氨基甲酸酯的合成显示出更好的催化效率。在不明显降低催化效率的情况下回收和再利用催化剂是可行的。据我们所知，这是第一个生成氨基甲酸酯-苯并噻唑杂化骨架的非均相催化方案通过直接偶联反应。

更新日期：2017-10-03

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