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Molecules 2017, 22(3), 450; doi:10.3390/molecules22030450

Three-Component Reaction of Benzylamines, Diethyl Phosphite and Triethyl Orthoformate: Dependence of the Reaction Course on the Structural Features of the Substrates and Reaction Conditions

1
Department of Bioorganic Chemistry, Faculty of Chemistry, Wrocław University of Science and Technology, 50-370 Wrocław, Poland
2
The Advanced Materials Engineering and Modelling Group, Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
*
Author to whom correspondence should be addressed.
Academic Editor: Margaret A. Brimble
Received: 23 February 2017 / Revised: 8 March 2017 / Accepted: 9 March 2017 / Published: 11 March 2017
(This article belongs to the Special Issue Women in Organic Chemistry)
View Full-Text   |   Download PDF [2247 KB, uploaded 11 March 2017]   |  

Abstract

The reaction between benzyl amines, triethyl orthoformate, and diethyl phosphite affords either bisphosphonic (compound 1) or N-benzylaminobenzylphosphonic (compound 2) acid depending on the reaction conditions. The final output of the reaction can be manipulated by the choice of reaction conditions, particularly the molar ratio of substrates. View Full-Text
Keywords: bisphosphonates; aminophosphonates; N-benzylaminomethylenebisphosphonic acid; N-benzylaminobenzylphosphonates; synthesis of C-P bond; multicomponent reactions bisphosphonates; aminophosphonates; N-benzylaminomethylenebisphosphonic acid; N-benzylaminobenzylphosphonates; synthesis of C-P bond; multicomponent reactions
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Miszczyk, P.; Turowska-Tyrk, I.; Kafarski, P.; Chmielewska, E. Three-Component Reaction of Benzylamines, Diethyl Phosphite and Triethyl Orthoformate: Dependence of the Reaction Course on the Structural Features of the Substrates and Reaction Conditions. Molecules 2017, 22, 450.

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