A simple protocol for the synthesis of α-substituted phosphonates

Abstract

An efficient, easy-to-handle, and mild substitution reaction approach has been developed for the synthesis of phosphonate derivatives, which are very important in the field of industrial, agricultural, and medicinal chemistry. A large number of nucleophiles, including arylamines, alkylamines, heteroarylamines, primary amines and secondary amines, sulfides, and carbides were attempted to react with α-tosyloxyphosphonate 1. The reaction proceeded under catalyst-free and neat conditions and the corresponding phosphonates 2 were afforded in good yields.

Original language	English
Pages (from-to)	1268-1273
Number of pages	6
Journal	Phosphorus, Sulfur and Silicon and the Related Elements
Volume	191
Issue number	9
DOIs	https://doi.org/10.1080/10426507.2016.1167056
Publication status	Published - 2016

Keywords

catalyst-free
p-toluenesulfonyl chloride
substitution reaction
α-substituted phosphonate

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Inorganic Chemistry

Access to Document

10.1080/10426507.2016.1167056

Fingerprint Dive into the research topics of 'A simple protocol for the synthesis of α-substituted phosphonates'. Together they form a unique fingerprint.

Cite this

@article{ea31c65f5ff74bbfbdb4e088f3b33716,

title = "A simple protocol for the synthesis of α-substituted phosphonates",

abstract = "An efficient, easy-to-handle, and mild substitution reaction approach has been developed for the synthesis of phosphonate derivatives, which are very important in the field of industrial, agricultural, and medicinal chemistry. A large number of nucleophiles, including arylamines, alkylamines, heteroarylamines, primary amines and secondary amines, sulfides, and carbides were attempted to react with α-tosyloxyphosphonate 1. The reaction proceeded under catalyst-free and neat conditions and the corresponding phosphonates 2 were afforded in good yields.",

keywords = "catalyst-free, p-toluenesulfonyl chloride, substitution reaction, α-substituted phosphonate",

author = "Xing Wang and Yuan Cai and Jian Chen and Francis Walter Cornelius Verpoort",

year = "2016",

doi = "10.1080/10426507.2016.1167056",

language = "English",

volume = "191",

pages = "1268--1273",

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

issn = "1042-6507",

publisher = "Taylor and Francis Ltd.",

number = "9",

}

TY - JOUR

T1 - A simple protocol for the synthesis of α-substituted phosphonates

AU - Wang, Xing

AU - Cai, Yuan

AU - Chen, Jian

AU - Verpoort, Francis Walter Cornelius

PY - 2016

Y1 - 2016

N2 - An efficient, easy-to-handle, and mild substitution reaction approach has been developed for the synthesis of phosphonate derivatives, which are very important in the field of industrial, agricultural, and medicinal chemistry. A large number of nucleophiles, including arylamines, alkylamines, heteroarylamines, primary amines and secondary amines, sulfides, and carbides were attempted to react with α-tosyloxyphosphonate 1. The reaction proceeded under catalyst-free and neat conditions and the corresponding phosphonates 2 were afforded in good yields.

AB - An efficient, easy-to-handle, and mild substitution reaction approach has been developed for the synthesis of phosphonate derivatives, which are very important in the field of industrial, agricultural, and medicinal chemistry. A large number of nucleophiles, including arylamines, alkylamines, heteroarylamines, primary amines and secondary amines, sulfides, and carbides were attempted to react with α-tosyloxyphosphonate 1. The reaction proceeded under catalyst-free and neat conditions and the corresponding phosphonates 2 were afforded in good yields.

KW - catalyst-free

KW - p-toluenesulfonyl chloride

KW - substitution reaction

KW - α-substituted phosphonate

UR - http://www.scopus.com/inward/record.url?scp=84978525726&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84978525726&partnerID=8YFLogxK

U2 - 10.1080/10426507.2016.1167056

DO - 10.1080/10426507.2016.1167056

M3 - Article

AN - SCOPUS:84978525726

VL - 191

SP - 1268

EP - 1273

JO - Phosphorus, Sulfur and Silicon and the Related Elements

JF - Phosphorus, Sulfur and Silicon and the Related Elements

SN - 1042-6507

IS - 9

ER -