Shushizadeh Mohammad Reza, Mostoufi Azar, Badri Rashid, Azizyan Somaye
Department of Medicinal Chemistry, Ahvaz Jundishahpur University of Medical Sciences, Ahvaz, IR Iran ; Marine Pharmaceutical Science Research Center, Ahvaz Jundishapur University of Medical Sciences, IR Iran.
Department of Medicinal Chemistry, Ahvaz Jundishahpur University of Medical Sciences, Ahvaz, IR Iran.
Jundishapur J Nat Pharm Prod. 2013 Nov;8(4):160-4. doi: 10.17795/jjnpp-11804. Epub 2013 Nov 1.
A new and efficient method have been developed for the synthesis of different indole derivatives from various ketones, having at least one hydrogen atom attached to each of their α-carbon atoms, and hydrazines in solvent-free conditions, using marine sponge/H3PO4 as a naturally occurring chiral catalyst.
This study recommended the use of marine sponge/H3PO4 as a naturally occurring chiral catalyst for preparation of phenylhydrazones from ketones having one α-hydrogen and subsequent cyclisation of the products to indoles.
The reaction was carried out by mixing the phenylhydrazine, ketone, and marine sponge/H3PO4 powder in mortar and pestle; the mixture was ground at room temperature in an appropriate time until TLC show the completion of the reaction. The product extracted by CH2Cl2 and evaporation of solvent yields the products.
In this research work, several indoles are synthesized using phenylhydrazine and aliphatic or aromatic ketone as starting materials, in the presence of marine sponge/H3PO4 powder as a natural catalyst under solvent-free condition.
We found marine sponge/H3PO4 to be an effective catalyst for indolisation of phenylhydrazones from ketones having α-hydrogens in solvent-free conditions.
已经开发出一种新的高效方法，用于在无溶剂条件下，以海洋海绵/磷酸作为天然手性催化剂，由各种在其α-碳原子上均连接有至少一个氢原子的酮与肼合成不同的吲哚衍生物。
本研究推荐使用海洋海绵/磷酸作为天然手性催化剂，由具有一个α-氢的酮制备苯腙，并将产物进一步环化生成吲哚。
将苯肼、酮和海洋海绵/磷酸粉末在研钵中混合进行反应；混合物在室温下研磨适当时间，直至薄层色谱显示反应完成。用二氯甲烷萃取产物，蒸发溶剂得到产物。
在本研究工作中，以苯肼和脂肪族或芳香族酮为起始原料，在无溶剂条件下，以海洋海绵/磷酸粉末作为天然催化剂合成了几种吲哚。
我们发现海洋海绵/磷酸在无溶剂条件下是使具有α-氢的酮的苯腙吲哚化的有效催化剂。
