Organic Chemistry Portal

Abstracts

Search:

Cu(acac)2-Catalyzed Synthesis of Functionalized Bis(arylmethyl)zinc Reagents and Their Olefination Reaction with Aromatic Aldehydes

Ying Fu*, Xuemei Hu, Yaojuan Chen, Yanshou Yang, Hongxia Hou, Yulai Hu

*College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, 730070, P. R. of China, Email: fuyingiccas.ac.cn

Y. Fu, X. Hu, Y. Chen, Y. Yang, H. Hou, Y. Hu, Synthesis, 2012, 44, 1030-1036.

DOI: 10.1055/s-0031-1289723 (free Supporting Information)


Abstract

An efficient and facile copper(II) acetylacetonate catalyzed synthesis of functionalized bis(arylmethyl)zinc reagents from arylmethyl halides followed by olefination with aromatic aldehydes gives (E)-stilbenes in good yields. Aluminum trichloride was found to be the key ingredient in these reactions.

see article for more examples



Key Words

aldehydes, zinc, nucleophilic addition, olefination, benzylation, stilbenes


ID: J66-Y2012-1290