Abstract

This comprehensive review highlights the diverse chemistry and applications of polymer-supported triphenylphosphine (PS-TPP) in organic synthesis since its inception. Specifically, the review describes applications of the preceding reagent in functional group interconversions, heterocycle synthesis, metal complexes and their application in synthesis, and total synthesis of natural products. Many examples are provided from the literature to show the scope and selectivity (regio, stereo, and chemo) in these transformations.

Highlights

  • One of the latest advances in recent years has been the utility of solid-phase synthesis as a strategy to prepare chemical libraries,1 biologically active molecules, and natural products

  • Solid-phase synthesis continues to evolve as it offers important features such as removal of the product by ltration of the solid resin, easy handling, reduced side reactions, and recyclability of the solid matrix for repeated use

  • No comprehensive review has been dedicated to the versatile reagent as it has been o en brie y mentioned in reviews of wider scope

Read more

Summary

Introduction

One of the latest advances in recent years has been the utility of solid-phase synthesis as a strategy to prepare chemical libraries, biologically active molecules, and natural products. Adaptation of solution phase synthetic techniques to use on solid supports offers some key advantages over solution-phase chemistry such as ease of puri cation, recyclability of the solid matrix, and use of excess reagents to achieve complete reaction conversion. He is an associate professor of organic chemistry at United Arab Emirates University (UAEU) His main research interests include the development of synthetic methodologies and the synthesis and characterization of novel bioactive organic and heterocyclic compounds with anticancer, antiviral, and antimicrobial activities. Dr Zaher is an associate professor of organic chemistry at Nanyang Technological University and has been there since 2004 His main research interests include the development of synthetic methodologies and the total synthesis of natural products. Saleh has been on a sabbatical leave as a full-time professor at Umm Al-Qura University, Makkah, Saudi Arabia His current research interests include synthesis and photophysical properties of novel organic compounds such as material-based gels, electronic devices and solar energy conversion, uorescent materials and antimicrobial agents.

Wittig reagents
PS-TPP halophosphorane complexes
H CH3 CH3 H H
Staudinger reaction
The Mitsunobu reaction
Conversion of carboxylic acids to amides
Reductive amination of aldehydes and ketones
3.10. Debromination of a-bromo ketones
3.11. Henry reaction of aldehydes with nitroalkanes
3.12. Hydroperoxide reduction
3.13. Ozonide reduction
Application of PS-TPP in heterocycle synthesis
Synthesis of 3-aminoindole-2-carbonitriles
Synthesis of substituted 2-phenylbenzothiazoles
H H H H C7H15
Peptide synthesis
Synthesis of a small library of palmarumycin CP1 analogs
Total synthesis of epothilone A
Cobalt immobilization on PS-TPP
Immobilization of functionalized alkynes on PS-TPP
H F CH3 CF3 CH3O H F
Polymer-supported monodentate phosphine complexes
Findings
Conclusion
Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call