Synthesis 2014; 46(04): 403-429
DOI: 10.1055/s-0033-1338588
review
© Georg Thieme Verlag Stuttgart · New York

Environmentally Benign Syntheses of α-Substituted Phosphonates: Preparation of α-Amino- and α-Hydroxyphosphonates in Water, in Ionic Liquids, and under­ Solvent-Free Conditions

Tomasz K. Olszewski*
Faculty of Chemistry, Wrocław University of Technology, ul. Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland   Fax: +48(71)3202427   Email: tomasz.olszewski@pwr.wroc.pl
› Author Affiliations
Further Information

Publication History

Received: 26 September 2013

Accepted after revision: 21 October 2013

Publication Date:
09 January 2014 (online)


Dedicated to Professor Bogdan Boduszek on the occasion of his 67th birthday

Abstract

Due to the interest in α-amino- and α-hydroxyphosphonates and their derivatives, which arises from the important biological activity exhibited by those compounds, the development of efficient protocols for their preparation is of great importance. In the last 10 years however, the chemistry of α-amino and α-hydroxyphosphonates has been witness to an explosion of research activities in the field of application of environmentally benign media. This fact can be partially attributed to the development of the field of green and sustainable chemistry and especially the implementation of green solvents that has a large potential to contribute to more sustainable processes in chemical, pharmaceutical and processing industries. This review provides the reader with an in-depth overview of advances in the synthesis of α-amino- and α-hydroxyphosphonates under eco-friendy conditions compiled into sections with respect to product type and reaction medium.

1 Introduction

2 Syntheses of α-Aminophosphonates in Environmentally Friendly Media

2.1 Reactions in Water

2.2 Reactions in Ionic Liquids

2.3 Solvent-Free Protocols

2.3.1 Reactions without Any Additives

2.3.2 Reactions Promoted by Ultrasound or Microwave Irradiation

2.3.3 Catalyzed Reactions under Solvent-Free Conditions

3 Preparation of α-Hydroxyphosphonates under Environmentally Friendly Conditions

3.1 Reactions in Water

3.2 Reactions under Solvent-Free Conditions

4 Concluding Remarks

 
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