Synlett 2019; 30(06): 635-641
DOI: 10.1055/s-0037-1611699
synpacts
© Georg Thieme Verlag Stuttgart · New York

New Strategies for Activation of Phosphonates/Phosphates to Forge Functional Phosphorus Compounds

Hai Huang
a   Department of Chemistry and Biochemistry, University of Nevada Las Vegas, 4505 S. Maryland Parkway, Las Vegas, Nevada, 89154-4003, USA   Email: junyong.kang@unlv.edu
b   Department of Applied Chemistry, College of Chemistry and Molecular Engineering, Nanjing Tech University, No. 30 Puzhu Road (S), Nanjing 211816, P. R. of China
,
a   Department of Chemistry and Biochemistry, University of Nevada Las Vegas, 4505 S. Maryland Parkway, Las Vegas, Nevada, 89154-4003, USA   Email: junyong.kang@unlv.edu
› Author Affiliations
This work was supported by University of Nevada Las Vegas.
Further Information

Publication History

Received: 08.11.2018

Accepted after revision: 06 December 2018

Publication Date:
08 January 2019 (online)


Abstract

Organophosphonate analogues are important structural motifs that are present in bioactive natural products, pharmaceuticals, and agrochemicals. Because they are useful in a broad range of applications, much effort has focused on developing efficient synthetic methods that enable access to organophosphonates and their derivatives. However, currently available synthetic procedures rely on harsh reaction conditions and are limited to a narrow substrate scope. Our lab has recently made important advances in leveraging inert phosphonates/phosphates into functional phosphorus compounds such as mixed phosphonates, phosphates, and mixed aryl phosphate derivatives. Presented herein is an overview of recent achievements in the synthesis of phosphonate/phosphate derivatives and a summary of our recent accomplishments in Tf2O-promoted activating strategy of phosphonate analogues.

1 Introduction

2 Direct Activating Strategy of Phosphonate Analogues

3 Late-stage Phosphonylation of Natural Compounds

4 Potential Applications

5 Summary