Phosphine-Catalyzed Regioselective and Stereoselective Hydrohalogenation Reaction of 2-(1-Alkynyl)-2-alken-1-ones: Synthesis of 2-Halo-1,3-dienes

A triphenylphosphine (PPh3)‐catalyzed, regioselective and stereoselective hydrohalogenation reaction of 2‐(1‐alkynyl)‐2‐alken‐1‐ones with metal halides in the presence of acetic acid is described, furnishing functionalized 3,4‐disubstituted 2‐halo‐1,3‐dienes in moderate to good yields with high ster...

Full description

Saved in:
Bibliographic Details
Published in:Advanced synthesis & catalysis 2015-08, Vol.357 (12), p.2651-2655
Main Authors: Li, Wenbo, Gao, Lihua, Yue, Zhenting, Zhang, Junliang
Format: Article
Language:English
Subjects:
2-halo-1
2‐halo‐1,3‐dienes
3-dienes
Acetic acid
Catalysis
enynes
hydrohalogenation reaction
Metal halides
Stereoselectivity
Synthesis
triphenylphosphine
Utilization
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A triphenylphosphine (PPh3)‐catalyzed, regioselective and stereoselective hydrohalogenation reaction of 2‐(1‐alkynyl)‐2‐alken‐1‐ones with metal halides in the presence of acetic acid is described, furnishing functionalized 3,4‐disubstituted 2‐halo‐1,3‐dienes in moderate to good yields with high stereoselectivity and regiospecificity. The simple execution, mild conditions and the potential utilization of the products make this protocol attractive.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201500408