Ruthenium Catalyzed N ‐Alkylation of Cyclic Amines with Primary Alcohols

Risto Savela; Dieter Vogt; Reko Leino

doi:10.1002/ejoc.202000167

Ruthenium Catalyzed N ‐Alkylation of Cyclic Amines with Primary Alcohols

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Abstract

A robust alcohol amination protocol using common saturated amines and primary alcohols as starting materials is described. The reactions are catalyzed by combination of dichloro(p-cymene)ruthenium(II) dimer precatalyst with triphenylphosphine ligand, with the excess alcohol substrate or toluene functioning as the solvent. The catalyst and ligand residues can be precipitated from the reaction media by addition of hexane or cold diethyl ether, followed by precipitation and isolation of the product as a hydrochloride salt.

Original language	English
Pages (from-to)	3030–3040
Journal	European Journal of Organic Chemistry
Issue number	20
DOIs	https://doi.org/10.1002/ejoc.202000167
Publication status	Published - 2020
MoE publication type	A1 Journal article-refereed

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title = "Ruthenium Catalyzed N ‐Alkylation of Cyclic Amines with Primary Alcohols",

abstract = "A robust alcohol amination protocol using common saturated amines and primary alcohols as starting materials is described. The reactions are catalyzed by combination of dichloro(p-cymene)ruthenium(II) dimer precatalyst with triphenylphosphine ligand, with the excess alcohol substrate or toluene functioning as the solvent. The catalyst and ligand residues can be precipitated from the reaction media by addition of hexane or cold diethyl ether, followed by precipitation and isolation of the product as a hydrochloride salt.",

author = "Risto Savela and Dieter Vogt and Reko Leino",

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year = "2020",

doi = "10.1002/ejoc.202000167",

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journal = "European Journal of Organic Chemistry",

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AU - Savela, Risto

AU - Vogt, Dieter

AU - Leino, Reko

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PY - 2020

Y1 - 2020

N2 - A robust alcohol amination protocol using common saturated amines and primary alcohols as starting materials is described. The reactions are catalyzed by combination of dichloro(p-cymene)ruthenium(II) dimer precatalyst with triphenylphosphine ligand, with the excess alcohol substrate or toluene functioning as the solvent. The catalyst and ligand residues can be precipitated from the reaction media by addition of hexane or cold diethyl ether, followed by precipitation and isolation of the product as a hydrochloride salt.

AB - A robust alcohol amination protocol using common saturated amines and primary alcohols as starting materials is described. The reactions are catalyzed by combination of dichloro(p-cymene)ruthenium(II) dimer precatalyst with triphenylphosphine ligand, with the excess alcohol substrate or toluene functioning as the solvent. The catalyst and ligand residues can be precipitated from the reaction media by addition of hexane or cold diethyl ether, followed by precipitation and isolation of the product as a hydrochloride salt.

U2 - 10.1002/ejoc.202000167

DO - 10.1002/ejoc.202000167

M3 - Article

SP - 3030

EP - 3040

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

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