A free radical Mannich type reaction:: selective α-CH aminomethylation of ethers by Ti(III)/t-BuOOH system under aqueous acidic conditions

被引：32

作者：

Clerici, Angelo

Cannella, Rosalba

Pastori, Nadia

Panzeri, Walter

Porta, Ombretta

机构：

[1] Politecn Milan, Dipartimento Chim Mat & Ingn Chim Giulio Natta, I-20131 Milan, Italy

[2] CNR, Ist Chim Riconoscimento Mol, Sez A Quil, I-20131 Milan, Italy

来源：

TETRAHEDRON | 2006年 / 62卷 / 25期

关键词：

D O I：

10.1016/j.tet.2006.04.014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

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页码：5986 / 5994

页数：9

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