tert-Butoxy radical, generated by Ti(Ill)-one electron reduction of tert-butylhydroperoxide, selectively abstracts an a-H atom from ethers. The resulting alpha-ethereal radicals add to the C-atom of methylene immiurn salts, formed in situ under aqueous acidic conditions, leading to a one-pot aminomethylation of ethers at room temperature. The aminoalkylation of ethers is also considered and the role of the metal ion is discussed. (c) 2006 Elsevier Ltd. All rights reserved.
A free radical Mannich type reaction: selective alpha-CH aminomethylation of ethers by Ti(III)/t-BuOOH system under aqueous acidic conditions
Panzeri W;
2006
Abstract
tert-Butoxy radical, generated by Ti(Ill)-one electron reduction of tert-butylhydroperoxide, selectively abstracts an a-H atom from ethers. The resulting alpha-ethereal radicals add to the C-atom of methylene immiurn salts, formed in situ under aqueous acidic conditions, leading to a one-pot aminomethylation of ethers at room temperature. The aminoalkylation of ethers is also considered and the role of the metal ion is discussed. (c) 2006 Elsevier Ltd. All rights reserved.File in questo prodotto:
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