Copper-catalyzed electrochemical synthesis of alkylidene lactones from carbon dioxide and 1,4-diarylbuta-1,3-diynes

The novel synthesis of alkylidene lactones from carbon dioxide with 1,4-diarylbuta-1,3-diynes via copper-catalyzed electrochemical route is described. The procedure was smoothly performed in an undivided electrochemical cell fitted with Ni cathode and Al anode, containing n-Bu4NBr–DMF electrolyte wi...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2013-04, Vol.69 (15), p.3135-3140
Main Authors: Li, Chuan-Hua, Yuan, Gao-Qing, Qi, Chao-Rong, Jiang, Huan-Feng
Format: Article
Language:English
Subjects:
1,4-Diarylbuta-1,3-diynes
Alkylidene lactones
Carbon dioxide
Transition metal catalysts
γ-Keto carboxylic acids
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:The novel synthesis of alkylidene lactones from carbon dioxide with 1,4-diarylbuta-1,3-diynes via copper-catalyzed electrochemical route is described. The procedure was smoothly performed in an undivided electrochemical cell fitted with Ni cathode and Al anode, containing n-Bu4NBr–DMF electrolyte with a constant current under 4 MPa pressure of CO2. The corresponding alkylidene lactones could be obtained in moderate to good yields in the presence of catalyst CuI, while the γ-keto carboxylic acids as main products were obtained without any catalysts. A reaction mechanism was also briefly discussed. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2013.02.089