Facile Preparation of the Tosylhydrazone Derivatives of a Series of Racemic trans-3,4-Substituted Cyclopentanones

Molecules

Kamal H. Bouhadir¹  Bilal Abou Aleiwe¹ 

[1] ¹Department of Chemistry, American University of Beirut, Beirut 11-0236, Lebanon ²Department of Chemistry, Lebanese University, Hadath 6573-14, Lebanon

关键词: tosyl hydrazone;    cyclopentanone;    ethylene ketal;    monohydrolysis;   

DOI  :  10.3390/molecules17010001

来源: mdpi

【 摘 要 】

We report the synthesis and characterization of a variety of trans-3,4-substituted cyclopentanones and the corresponding tosylhydrazone derivatives starting with diethyl fumarate. Protection of the keto group followed by selective monohydrolysis of esters was achieved, resulting in cyclopentanones with different substituents at positions 3 and 4. The tosylhydrazone derivative of each cyclopentanone intermediate was prepared in moderate to good yields. These compounds are potential precursors for functionalized methanofullerenes.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.