%0 Journal Article
%T 有机高价碘化物制备硝基芳腈化合物的反应研究<br>Study on the Reaction of Preparing of Nitroaromatic Nitrile Compounds by Organic Hypervalent Iodide
%A 蔡博文
%A 黄利鹏
%J Hans Journal of Chemical Engineering and Technology
%P 89-97
%@ 2161-8852
%D 2024
%I Hans Publishing
%R 10.12677/HJCET.2024.142010
%X 有机高价碘化物是一种新型温和、环保类的氧化试剂，其主要分为Ⅲ价碘化物和Ⅴ价碘化物：Ⅲ价碘化物主要有二乙酸碘苯(PIDA)、亚碘酰苯(PhIO)、羟基(甲苯磺酰氧代)碘苯(HTIB)、[双(三氟乙酰氧基)碘]苯(PIFA)等；Ⅴ价碘化物主要有2-碘酰基苯甲酸(IBX)、戴斯马丁氧化剂(DMP)、碘酰苯(PhIO<sub>2</sub>)等。这些碘化物可以将苯环上的醛基氧化成氰基，相比于传统制备方法，该类氧化剂具有转化率高、底物廉价、产物可回收的优势。其中硝基苯腈类化合物在药物合成领域有广泛应用，本文基于有机高价碘化物，开展了6种芳基醛化合物转化成腈基的合成研究，均展现良好的收率，并深入研究了其合成工艺，筛选出以PIDA作氧化剂制备对硝基苯腈工艺：以对硝基苯甲醛为原料，PIDA 3.5 eq，H<sub>2</sub>O作溶剂，NH<sub>4</sub>OAc为30 eq，催化量的TBAB，60℃下反应4 h，转化率达到95.7%，最终形成一条可应用于工业化生产的路线。<br />
Organic hypervalent iodide is a new kind of mild and environmentally friendly oxidation reagent, which is mainly divided into Ⅲ iodide and Ⅴ iodide: Ⅲ iodide mainly includes iodobenzene diacetate (PIDA), iodobenzene (PhIO), hydroxyl (toluene sulfonyl oxide) iodobenzene (HTIB), [bis (trifluoroacetoxy) iodobenzene (PIFA) and so on; The main Ⅴ iodides are 2-iodoacylbenzoic acid (IBX), Desmartine oxidant (DMP), iodoacylbenzene (PhIO<sub>2</sub>) and so on. These iodides can oxidize the aldehyde group on the benzene ring to the cyanide group. Compared with the traditional preparation methods, this kind of oxidizer has the advantages of a high conversion rate, cheap substrate and recyclable product. Nitrobenzonitrile compounds are widely used in the field of drug synthesis. Based on organic high value iodide, this paper carried out synthesis research on the conversion of six aryl aldehyde compounds into nitrile, all of which showed good yield. Besides, the synthesis process was further studied, and the process of preparing p-nitrobenzonitrile using PIDA as oxidant was selected: Using p-nitrobenzaldehyde as raw material, PIDA 3.5 eq, H<sub>2</sub>O as solvent, NH<sub>4</sub>OAc as 30 eq, catalytic amount of TBAB, reaction at 60℃ for 4 h, the conversion rate reached 95.7%, and finally formed a route that can be applied to industrial production.
%K 有机高价碘化物，温和氧化，硝基芳腈<br>Organic Hypervalent Iodide
%K Mild Oxidation
%K Nitroaryl Nitrile
%U http://www.hanspub.org/journal/PaperInformation.aspx?PaperID=82387