Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions

Molecules

Jing Li¹  Hong-Liang Chen¹  Lei Liu¹ 

[1] Department of Applied Chemistry, China Agricultural University, Beijing 100193, China

关键词: bis(oxazoline);    fluoren-9-ylidene;    asymmetric catalysis;    Friedel-Crafts;   

DOI  :  10.3390/molecules15128582

来源: mdpi

【 摘 要 】

A series of new C₂-symmetric fluoren-9-ylidene malonate-derived bis(oxazoline) ligands were synthesized from fluoren-9-ylidene malonate and enantiomerically pure amino alcohols via a convenient route. Their asymmetric catalytic properties in the Friedel-Crafts reactions of indoles with arylidene malonates were evaluated, and the Cu(OTf)₂ complex of a fluoren-9-ylidene malonate-derived bis(oxazoline) bearing a phenyl group showed moderate to good enantioselectivity (up to 88% ee).

【 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.