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Chem Commun (Camb). 2013 Jun 21;49(49):5589-91. doi: 10.1039/c3cc42534g.

Ln[N(SiMe3)2]3-catalyzed cycloaddition of terminal alkynes to azides leading to 1,5-disubstituted 1,2,3-triazoles: new mechanistic features.

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1
Department of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Fudan University, Shanghai 200433, People's Republic of China.

Abstract

The first example of rare earth metal-catalyzed cycloaddition of terminal alkynes to azides resulting in the formation of 1,5-disubstituted 1,2,3-triazoles is described. Preliminary studies revealed that the present cycloaddition shows unprecedented mechanistic features involving a tandem anionic cascade cyclization and anti-addition across the C≡C triple bond.

PMID:
23676902
DOI:
10.1039/c3cc42534g
[Indexed for MEDLINE]
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