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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 192, 2017 - Issue 6: Harry Hudson Special Issue
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Original Articles

The formation of dimethyl amino(pyrene-1-yl)methylphosphonates in the Kabachnik-Fields reaction with dibenzyl phosphite, pyrene-1-carboxaldehyde and a non-aromatic amine in methanol

Jarosław LewkowskiDepartment of Organic Chemistry, Faculty of Chemistry, University of Łódź, Łódź, PolandCorrespondence[email protected]
ORCID Iconhttp://orcid.org/0000-0002-2863-2320
ORCID Icon &
Maria Rodriguez MoyaDepartment of Organic Chemistry, Faculty of Chemistry, University of Łódź, Łódź, Poland
Pages 713-718 | Received 28 Jan 2017, Accepted 22 Feb 2017, Published online: 25 May 2017
 
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GRAPHICAL ABSTRACT

ABSTRACT

The Kabachnik-Fields reaction of pyrene-1-carboxaldehyde with dibenzyl phosphite and aliphatic amines in methanol led to the formation of dimethyl amino(pyren-1-yl)methyl-phosphonates, in some cases accompanied by dimethyl hydroxy(pyren-1-yl)methyl-phosphonate. These results are exclusive for the above compounds, in all other studied cases (aromatic aldehydes, aromatic amines) the mixtures of several aminophosphonates were obtained.

Funding

We thank the Polish National Centre of Science (NCN) for funding part of the work in the framework of the grant no. 2014/13/B/NZ9/02418.

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