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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.guiryucd.ie

C. Q. O'Broin, P. J. Guiry, Org. Lett., 2020, 22, 879-883.

DOI: 10.1021/acs.orglett.9b04413



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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.


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Key Words

1,3-dienes, enamines


ID: J54-Y2020