Ruthenium-Catalyzed N-Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology

被引：604

作者：

Hamid, M. Haniti S. A. ^{[1
]}

Allen, C. Liana ^{[1
]}

Lamb, Gareth W. ^{[1
]}

Maxwell, Aoife C. ^{[2
]}

Maytum, Hannah C. ^{[1
]}

Watson, Andrew J. A. ^{[1
]}

Williams, Jonathan M. J. ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

[2] GlaxoSmithKline Res & Dev Ltd, Stevenage SG1 2NY, Herts, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 05期

基金：

英国工程与自然科学研究理事会;

关键词：

C BOND FORMATION; DYNAMIC KINETIC RESOLUTION; DIRECT ALPHA-ALKYLATION; PRIMARY ALCOHOLS; SELECTIVE SYNTHESIS; SECONDARY; KETONES; MONOALKYLATION; COMPLEXES; HETEROCYCLIZATION;

D O I：

10.1021/ja807323a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The alkylation of amines by alcohols has been achieved using 0.5 mol % [Ru(p-cymene)Cl-2](2) with the bidentate phosphines dppf or DPEphos as the catalyst. Primary amines have been converted into secondary amines, and secondary amines into tertiary amines, including the syntheses of Piribedil, Tripelennamine, and Chlorpheniramine. N-Heterocyclization reactions of primary amines are reported, as well as alkylation reactions of primary sulfonamides. Secondary alcohols require more forcing conditions than primary alcohols but are still effective alkylating agents in the presence of this catalyst.

引用

页码：1766 / 1774

页数：9

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