Jump to main content
Jump to site search

Issue 46, 2017
Previous Article Next Article

Palladium-catalyzed oxidative carbonylation of N-aryl enamino esters with CO and alcohols: synthesis of N-aryl aminomethylenemalonates

Author affiliations

Abstract

A novel palladium-catalyzed regioselective oxidative carbonylation of tri-substituted alkenes with CO and alcohols for the synthesis of α,β-unsaturated esters has been developed. Experimental studies and DFT calculations suggested that the reaction proceeded through alkoxylation of the palladium(II) catalyst, CO and C[double bond, length as m-dash]C double bond migratory insertion, β-(N)H elimination and tautomerization cascade steps. The reaction tolerates a wide range of groups and produces valuable aminomethylenemalonates in high yields.

Graphical abstract: Palladium-catalyzed oxidative carbonylation of N-aryl enamino esters with CO and alcohols: synthesis of N-aryl aminomethylenemalonates

Back to tab navigation

Supplementary files

Publication details

The article was received on 13 Apr 2017, accepted on 10 May 2017 and first published on 10 May 2017


Article type: Communication
DOI: 10.1039/C7CC02852K
Citation: Chem. Commun., 2017,53, 6243-6246
  •   Request permissions

    Palladium-catalyzed oxidative carbonylation of N-aryl enamino esters with CO and alcohols: synthesis of N-aryl aminomethylenemalonates

    M. Chen, L. Yu, Z. Ren, Y. Wang and Z. Guan, Chem. Commun., 2017, 53, 6243
    DOI: 10.1039/C7CC02852K

Search articles by author

Spotlight

Advertisements