Iron-Catalyzed Site- and Regioselective 1,2-Azidoamidations of 1,3-Dienes
Zhen-Yao Dai, Ilia A. Guzei, Jennifer M. Schomaker*
*Department of Chemistry, University of Wisconsin, 1101 University Avenue, Madison, Wisconsin 53706, United States,
Email: schomakerj
chem.wisc.edu
Z.-Y. Dai, I. A. Guzei, J. M. Schomaker, Org. Lett., 2024, 26, 269-273.
DOI: 10.1021/acs.orglett.3c03947
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Abstract
A convenient and mild iron-catalyzed 1,2-azidoamidation of 1,3-dienes shows excellent functional group compatibility to furnish versatile precursors to 1,2-diamine products with high levels of site, regio-, and stereoselectivity. The reaction is proposed to proceed via a single electron transfer/radical addition/C-N bond formation relay process.
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proposed mechanism
Key Words
allylic azides, 1,2-diamines, NFSI, multicomponent reactions
ID: J54-Y2024
