First Author:Hongbin Sun

Correspondence Author:Ruimao Hua

Co author:Songjie Chen, Yingwu Yin

Title of Paper:An Efficient Bismuth(III) Chloride-Catalyzed Synthesis of 1,1-Diarylalkenes via Friedel–Crafts Reaction of Acyl Chloride or Vinyl Chloride with Arenes

Journal:Advanced Synthesis & Catalysis

Issue:14

Volume:348

Impact Factor:4.4

DOI Number:10.1002/adsc.200606157

Institution:Department of Chemistry, Tsinghua University

Teaching and Research Group:物理化学

Place of Publication:GERMANY

Summary:In the presence of catalytic amount of bismuth(III) chloride, the reactions of acyl chlorides or vinyl chlorides with arenes afforded 1,1-diarylalkenes in 25–82 % isolated yield. In the case of the reaction of acyl chlorides with arenes, the procedure includes an initial Friedel–Crafts acylation, subsequent formation of vinyl chlorides and final Friedel–Crafts-type vinylation of another arene molecule with vinyl chloride. This paper reports the first Lewis acid-catalyzed cleavage of the CCl bond of vinyl chloride and its application in the synthesis of multiply subtituted alkenes.

Key Words:acyl chlorides; arenes; bismuth(III) chlo-ride; 1,1-diarylalkenes; Friedel–Crafts reaction; vinylchlorides

Document Code:WOS:000240707900019

Discipline:Natural Science

First-Level Discipline:Chemistry

Page Number:1919-1925

ISSN:1615-4150

Translation or Not:No