A new tricomponent reaction for the synthesis of symmetric and asymmetric alkyl bisphosphoramidates

Marco Franco-Pérez; José Luis Castrejón-Flores; Stephany González-González; Israel Bonilla Landa; Angel Zamudio-Medina

doi:10.1080/10426507.2021.1946061

A new tricomponent reaction for the synthesis of symmetric and asymmetric alkyl bisphosphoramidates

Marco Franco-Pérez, José Luis Castrejón-Flores, Stephany González-González, Israel Bonilla Landa, Angel Zamudio-Medina

Unidad Profesional Interdisciplinaria de Biotecnología (UPIBI)

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

2 Scopus citations

Abstract

A novel three-component one-pot reaction procedure was designed for the synthesis of symmetric and asymmetric bisphosphoramidate derivatives. Our key reactants were a set of four aliphatic diamines, which individually react with two different phosphoryl chloride derivatives (N,N,N′,N′-tetramethylphosphorodiamide chloride and diphenyl phosphoryl chloride). A total of 10 products, six of them none reported before, were synthetized. The proposed experimental procedure does not involve any catalyst and proceeds under routine experimental conditions (room temperature and 1 atm). Each synthesized compound was characterized by NMR (¹H, ¹³C, and ³¹P) spectroscopy and mass spectrometry.

Original language	English
Pages (from-to)	929-935
Number of pages	7
Journal	Phosphorus, Sulfur and Silicon and the Related Elements
Volume	196
Issue number	10
DOIs	https://doi.org/10.1080/10426507.2021.1946061
State	Published - 2021

Keywords

Three-component reaction
bisphosphoramidate
symmetric and asymmetric derivatives

Access to Document

10.1080/10426507.2021.1946061

Cite this

@article{24b448f4a0334f8a997ef008cc663f12,

title = "A new tricomponent reaction for the synthesis of symmetric and asymmetric alkyl bisphosphoramidates",

abstract = "A novel three-component one-pot reaction procedure was designed for the synthesis of symmetric and asymmetric bisphosphoramidate derivatives. Our key reactants were a set of four aliphatic diamines, which individually react with two different phosphoryl chloride derivatives (N,N,N′,N′-tetramethylphosphorodiamide chloride and diphenyl phosphoryl chloride). A total of 10 products, six of them none reported before, were synthetized. The proposed experimental procedure does not involve any catalyst and proceeds under routine experimental conditions (room temperature and 1 atm). Each synthesized compound was characterized by NMR (1H, 13C, and 31P) spectroscopy and mass spectrometry.",

keywords = "Three-component reaction, bisphosphoramidate, symmetric and asymmetric derivatives",

author = "Marco Franco-P{\'e}rez and Castrej{\'o}n-Flores, {Jos{\'e} Luis} and Stephany Gonz{\'a}lez-Gonz{\'a}lez and Landa, {Israel Bonilla} and Angel Zamudio-Medina",

note = "Publisher Copyright: {\textcopyright} 2021 Taylor & Francis Group, LLC.",

year = "2021",

doi = "10.1080/10426507.2021.1946061",

language = "Ingl{\'e}s",

volume = "196",

pages = "929--935",

journal = "Phosphorus, Sulfur and Silicon and the Related Elements",

issn = "1042-6507",

number = "10",

}

TY - JOUR

T1 - A new tricomponent reaction for the synthesis of symmetric and asymmetric alkyl bisphosphoramidates

AU - Franco-Pérez, Marco

AU - Castrejón-Flores, José Luis

AU - González-González, Stephany

AU - Landa, Israel Bonilla

AU - Zamudio-Medina, Angel

PY - 2021

Y1 - 2021

N2 - A novel three-component one-pot reaction procedure was designed for the synthesis of symmetric and asymmetric bisphosphoramidate derivatives. Our key reactants were a set of four aliphatic diamines, which individually react with two different phosphoryl chloride derivatives (N,N,N′,N′-tetramethylphosphorodiamide chloride and diphenyl phosphoryl chloride). A total of 10 products, six of them none reported before, were synthetized. The proposed experimental procedure does not involve any catalyst and proceeds under routine experimental conditions (room temperature and 1 atm). Each synthesized compound was characterized by NMR (1H, 13C, and 31P) spectroscopy and mass spectrometry.

AB - A novel three-component one-pot reaction procedure was designed for the synthesis of symmetric and asymmetric bisphosphoramidate derivatives. Our key reactants were a set of four aliphatic diamines, which individually react with two different phosphoryl chloride derivatives (N,N,N′,N′-tetramethylphosphorodiamide chloride and diphenyl phosphoryl chloride). A total of 10 products, six of them none reported before, were synthetized. The proposed experimental procedure does not involve any catalyst and proceeds under routine experimental conditions (room temperature and 1 atm). Each synthesized compound was characterized by NMR (1H, 13C, and 31P) spectroscopy and mass spectrometry.

KW - Three-component reaction

KW - bisphosphoramidate

KW - symmetric and asymmetric derivatives

UR - http://www.scopus.com/inward/record.url?scp=85110853357&partnerID=8YFLogxK

U2 - 10.1080/10426507.2021.1946061

DO - 10.1080/10426507.2021.1946061

M3 - Artículo

AN - SCOPUS:85110853357

SN - 1042-6507

VL - 196

SP - 929

EP - 935

JO - Phosphorus, Sulfur and Silicon and the Related Elements

JF - Phosphorus, Sulfur and Silicon and the Related Elements

IS - 10

ER -

A new tricomponent reaction for the synthesis of symmetric and asymmetric alkyl bisphosphoramidates

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this