Efficient Synthesis of N-Alkylated α,β-Unsaturated Ketonitrones via Cu-Catalyzed Rearrangement
Itaru Nakamura*, Toshiki Onuma, Ryo Kanazawa, Yuki Nishigai and Masahiro Terada
*Research and Analytical Center for Giant Molecules, Graduate
School of Science, Tohoku University, Sendai 980-8578, Japan, Email:
itaru-n
m.tohoku.ac.jp
I. Nakamura, T. Onuma, R. Kanazawa, Y. Nishigai, M. Terada, Org. Lett., 2014, 16, 4198-4200.
DOI: 10.1021/ol501889g
Abstract
Cu catalysis enables the synthesis of N-alkylated unsaturated ketonitrones from propargyloxyamines. The rearrangement reaction proceeds via Cu-catalyzed intramolecular hydroamination, followed by thermally induced electrocyclic ring opening.
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Key Words
ID: J54-Y2014
