Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance upgrade on Thursday 4th of May 2017 from 8.00am to 9.00am (BST).

During this time our websites will be offline temporarily. If you have any questions please use the feedback button on this page. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 35, 2012
Previous Article Next Article

Synthesis of (Z)-3-aryloxy-acrylonitriles, (E)-3-aryloxy-acrylonitriles and 3-cyanobenzofurans through the sequential reactions of phenols with propiolonitriles

Author affiliations

Abstract

A Na2CO3-promoted addition of phenols to propiolonitriles generated (Z)-3-aryloxy-acrylonitriles in nearly quantitative yields with exclusively Z-isomers, and a DABCO-promoted addition reaction of phenols with propiolonitriles afforded mainly (E)-3-aryloxy-acrylonitriles with high yields. The obtained (E)-3-aryloxy-acrylonitriles underwent intramolecular cyclization to give 3-cyanobenzofurans in good yields through palladium-catalyzed direct C–H bond functionalization.

Graphical abstract: Synthesis of (Z)-3-aryloxy-acrylonitriles, (E)-3-aryloxy-acrylonitriles and 3-cyanobenzofurans through the sequential reactions of phenols with propiolonitriles

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 19 May 2012, accepted on 03 Jul 2012 and first published on 05 Jul 2012


Article type: Paper
DOI: 10.1039/C2OB25969A
Citation: Org. Biomol. Chem., 2012,10, 7184-7196
  •   Request permissions

    Synthesis of (Z)-3-aryloxy-acrylonitriles, (E)-3-aryloxy-acrylonitriles and 3-cyanobenzofurans through the sequential reactions of phenols with propiolonitriles

    W. Zhou, Y. Zhang, P. Li and L. Wang, Org. Biomol. Chem., 2012, 10, 7184
    DOI: 10.1039/C2OB25969A

Search articles by author