Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 5, Pages 1766-1774Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja807323a
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Funding
- Majesty's Government of Brunei Darussalam
- Universiti Brunei Darussalam
- EPSRC
- GlaxoSmithKline
- EPSRC [EP/F015690/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/F015690/1] Funding Source: researchfish
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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.
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