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芳烃重氮糖精中间体:一种制备芳基碘化物的更绿色且经济高效的替代方法。

Arene diazonium saccharin intermediates: a greener and cost-effective alternative method for the preparation of aryl iodide.

作者信息

Zaharani Lia, Ghaffari Khaligh Nader, Shahnavaz Zohreh, Rafie Johan Mohd

机构信息

Nanotechnology & Catalysis Research Centre, Institute of Postgraduate Studies, University of Malaya, Kuala Lumpur Malaysia.

出版信息

Turk J Chem. 2020 Apr 1;44(3):535-542. doi: 10.3906/kim-2002-26. eCollection 2020.

Abstract

In the current protocol, the arene diazonium saccharin derivatives were initially produced from various substituted aromatic amines; subsequently, these intermediates were treated with a greener organic iodide for the preparation of the aryl iodide. We tried to choose low-cost, commercially available, biodegradable, recoverable, ecofriendly, and safe reagents and solvents. The arene diazonium saccharin intermediates could be stored in the liquid phase into a refrigerator for a long time with no significant loss activity. The outstanding merits of the current protocol (a) included the partial recovering of saccharin and tetraethylammonium salt, (b) reduce the use of solvents and the reaction steps due to eliminating separation and purification of intermediates, (c) good yield of the sterically hindered substrates, and (d) avoid the generation of heavy metal or corrosive waste.

摘要

在当前方案中,芳烃重氮糖精衍生物最初由各种取代的芳香胺制备;随后,这些中间体用更环保的有机碘化物处理以制备芳基碘。我们试图选择低成本、市售、可生物降解、可回收、生态友好且安全的试剂和溶剂。芳烃重氮糖精中间体可以在液相中长时间储存在冰箱中,活性无明显损失。当前方案的突出优点包括:(a)部分回收糖精和四乙铵盐;(b)由于无需分离和纯化中间体,减少了溶剂的使用和反应步骤;(c)位阻底物的产率良好;(d)避免产生重金属或腐蚀性废物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6745/7706833/9d5cdd46999d/turkjchem-44-535-sch001.jpg

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