Abstract
The aminochlorination of methylenecyclopropanes (MCPs) 1 and vinylidenecyclopropanes (VCPs) has been explored with use of FeCl3 (20 mol %) as a Lewis acid catalyst in acetonitrile under convenient mild conditions. The stereochemistry has been unambiguously confirmed by X-ray structural analysis. The aziridinium-based mechanism, accounting for both regio- and stereoselectivity, has been carefully studied. A linear free-energy relationship study of this reaction confirms consistency with the Hammet equation.
Original language | English |
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Pages (from-to) | 625-628 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 8 |
Issue number | 4 |
DOIs | |
State | Published - Feb 16 2006 |