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TiCl3/PhN2-mediated radical addition of ethers to aldimines generated in situ under aqueous conditions
Authors:Angelo Clerici  Walter Panzeri  Eva Regolini
Affiliation:a Dipartimento di Chimica, Materiali e Ingegneria Chimica ‘Giulio Natta’, Politecnico di Milano, Sezione Chimica, Via Mancinelli 7, 20131 Milano, Italy
b CNR Istituto di Chimica del Riconoscimento Molecolare, Sezione ‘A. Quilico’, Via Mancinelli 7, 20131 Milano, Italy
Abstract:Ti(III)-mediated one-electron reduction of phenyldiazonium cation, followed by phenyl radical α-H atom abstraction from ethers, leads to one-pot radical addition of ethers to the C-atom of imines generated in situ from the corresponding aldehydes and imines under aqueous conditions. The reaction is not limited to aromatic aldehydes and may be applied to imines generated in situ from formaldehyde and enolizable aldehydes.
Keywords:Titanium trichloride   One-electron reduction   Radical addition   Aldimines   Three-component reaction
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