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Synfacts 2010(6): 0730-0730  
DOI: 10.1055/s-0029-1219896
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Atom-Transfer Radical Cyclization with [Cu/bipy]@Si

Contributor(s): Yasuhiro Uozumi, Takao Osako
Y. Motoyama, K. Kamo, A. Yuasa, H. Nagashima*
Kyushu University, Kasuga, Japan
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Publication History

Publication Date:
20 May 2010 (online)

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Significance

A CuCl/bipyridine complex was ­immobilized in a polysiloxane gel which was prepared by treatment of polymethylhydrosiloxane with 4,4′-bis[(2-propenyl)oxy]-2,2′-bipyridine and 1,5-hexadiene (crosslinker) in the presence of Karstedt’s catalyst. The immobilized complex [Cu/bipy]@Si catalyzed the atom-transfer cyclization of N-vinyl- and N-allyl-α-halogenated acet­amides to give the corresponding cyclized products in 58 to >99% yield (eq. 2, 10 examples).