Synthesis of 2-Amino-1,3-dienes from Propargyl Carbonates via Palladium-Catalyzed Carbon-Nitrogen Bond Formation
Calvin Q. O'Broin and Patrick J. Guiry*
*Centre for Synthesis and Chemical Biology, School of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland,
Email: p.guiry
ucd.ie
C. Q. O'Broin, P. J. Guiry, Org. Lett., 2020, 22, 879-883.
DOI: 10.1021/acs.orglett.9b04413
see article for more reactions
Abstract
A palladium-catalyzed carbon-nitrogen bond-forming reaction of anilines and indoles with propargyl carbonates furnishes 2-amino-1,3-dienes in excellent yields under mild conditions and shows a broad functional group tolerance. The resulting 1,3-dienes are of great synthetic interest.
see article for more examples
proposed mechanism
Key Words
ID: J54-Y2020
