Fast continuous alcohol amination employing a hydrogen borrowing protocol

Ricardo Labes; Carlos Mateos; Claudio Battilocchio; Yiding Chen; Paul Dingwall; Graham R. Cumming; Juan A. Rincón; Maria José Nieves-Remacha; Steven V. Ley

doi:10.1039/C8GC03328E

Fast continuous alcohol amination employing a hydrogen borrowing protocol

Ricardo Labes, Carlos Mateos, Claudio Battilocchio, Yiding Chen, Paul Dingwall, Graham R. Cumming, Juan A. Rincón, Maria José Nieves-Remacha, Steven V. Ley

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

34 Citations (Scopus)

Abstract

A continuous flow method for the direct conversion of alcohols to amines via a hydrogen borrowing approach is reported. The method utilises a low loading (0.5%) of a commercial catalyst system ([Ru(p-cymene)Cl2]2 and DPEPhos), reagent grade solvent and is selective for primary alcohols. Successful methylation of amines using methanol and the direct dimethylamination of alcohols using commercial dimethylamine solution are reported. The synthesis of two pharmaceutical agents Piribedil (5) and Buspirone (25) were accomplished in good yields employing these new methods.

Original language	English
Pages (from-to)	59-63
Number of pages	5
Journal	Green Chemistry
Volume	21
Issue number	1
Early online date	16 Nov 2018
DOIs	https://doi.org/10.1039/C8GC03328E
Publication status	Early online date - 16 Nov 2018

Access to Document

10.1039/C8GC03328ELicence: Unspecified

Cite this

@article{1db5b5f32a5e4d6a9221a7a106c8727e,

title = "Fast continuous alcohol amination employing a hydrogen borrowing protocol",

abstract = "A continuous flow method for the direct conversion of alcohols to amines via a hydrogen borrowing approach is reported. The method utilises a low loading (0.5%) of a commercial catalyst system ([Ru(p-cymene)Cl2]2 and DPEPhos), reagent grade solvent and is selective for primary alcohols. Successful methylation of amines using methanol and the direct dimethylamination of alcohols using commercial dimethylamine solution are reported. The synthesis of two pharmaceutical agents Piribedil (5) and Buspirone (25) were accomplished in good yields employing these new methods.",

author = "Ricardo Labes and Carlos Mateos and Claudio Battilocchio and Yiding Chen and Paul Dingwall and Cumming, {Graham R.} and Rinc{\'o}n, {Juan A.} and Nieves-Remacha, {Maria Jos{\'e}} and Ley, {Steven V.}",

year = "2018",

month = nov,

day = "16",

doi = "10.1039/C8GC03328E",

language = "English",

volume = "21",

pages = "59--63",

journal = "Green Chemistry",

issn = "1463-9262",

publisher = "Royal Society of Chemistry",

number = "1",

}

TY - JOUR

T1 - Fast continuous alcohol amination employing a hydrogen borrowing protocol

AU - Labes, Ricardo

AU - Mateos, Carlos

AU - Battilocchio, Claudio

AU - Chen, Yiding

AU - Dingwall, Paul

AU - Cumming, Graham R.

AU - Rincón, Juan A.

AU - Nieves-Remacha, Maria José

AU - Ley, Steven V.

PY - 2018/11/16

Y1 - 2018/11/16

N2 - A continuous flow method for the direct conversion of alcohols to amines via a hydrogen borrowing approach is reported. The method utilises a low loading (0.5%) of a commercial catalyst system ([Ru(p-cymene)Cl2]2 and DPEPhos), reagent grade solvent and is selective for primary alcohols. Successful methylation of amines using methanol and the direct dimethylamination of alcohols using commercial dimethylamine solution are reported. The synthesis of two pharmaceutical agents Piribedil (5) and Buspirone (25) were accomplished in good yields employing these new methods.

AB - A continuous flow method for the direct conversion of alcohols to amines via a hydrogen borrowing approach is reported. The method utilises a low loading (0.5%) of a commercial catalyst system ([Ru(p-cymene)Cl2]2 and DPEPhos), reagent grade solvent and is selective for primary alcohols. Successful methylation of amines using methanol and the direct dimethylamination of alcohols using commercial dimethylamine solution are reported. The synthesis of two pharmaceutical agents Piribedil (5) and Buspirone (25) were accomplished in good yields employing these new methods.

U2 - 10.1039/C8GC03328E

DO - 10.1039/C8GC03328E

M3 - Article

SN - 1463-9262

VL - 21

SP - 59

EP - 63

JO - Green Chemistry

JF - Green Chemistry

IS - 1

ER -

Fast continuous alcohol amination employing a hydrogen borrowing protocol

Abstract

Access to Document

Fingerprint

Cite this