Solid-phase organic synthesis
Subtitle: concepts, strategies, and applications
By: edited by Patrick H. Toy, Yulin Lam
Edition: 1st ed.
Publisher: Wiley
Published: 2012
Place of publication: Hoboken, N.J
Language: eng
ISBN-13: 9780470599143
Subjects: SCIENCE / Chemistry / Physical & Theoretical; Solid-phase synthesis
Description: "This book offers insight into how to design and carry out solid-phase organic synthesis (SPOS), with an emphasis on the fundamentals for synthesizing organic molecules. Highlighting key developments and applications, bioimaging probes and sensors, asymmetric synthesis, dendritic molecules, diversity oriented-synthesis, library design and combinatorial chemistry. The book presents a thorough overview of basic concepts of the field of SPOS, and is targeted at researchers (professionals, students, and faculty) in organic and medicinal chemistry, and anyone involved in synthetic organic chemistry, such as pharmaceuticals, crop science, chemical manufacturing"--
Notes: Includes bibliographical references and index.
Table of contents: title: Machine generated contents note: Preface.Acknowledgements.Contributors.Part I. Concepts and Strategies.1. Linker Strategies in Modern Solid-Phase Organic Synthesis (Peter J. H. Scott).1.1 Introduction.1.2 Classical Linker Strategies.1.3 Multifunctional Linker Strategies.1.4 Conclusions.2. Colorimetric Tests for Solid-Phase Organic Synthesis (Yan Teng and Patrick H. Toy).2.1 Introduction.2.2 Functional Group Tests.2.3 Conclusions.3. Practical Aspects of Combinatorial Solid-Phase Synthesis (Jan Hlváč, Miroslav Slural and Viktor Krchňák).3.1 Introduction.3.2 Strategies in Combinatorial Solid-Phase Synthesis.3.3 Equipment and Instrumentation.3.4 Characterization and Purification.3.5 Conclusions.3.6 Acknowledgements.4. Diversity-Oriented Synthesis (Kieron M. G. O'Connell, Warren R. J. D. Galloway, Brett M. Ibbeson, Albert Isidro-Llobet, Cornelius J. O'Connor and David R. Spring).4.1 Introduction.4.2 Small Molecules and Biology.4.3 Diversity-Oriented Synthesis, Target-Oriented Synthesis and Combinatorial Chemistry.4.4 Molecular Diversity.4.5 Diversity-oriented Synthesis on Solid-Phase.4.6 Diversity-Oriented Synthesis Around Privileged Scaffolds.4.7 Diversity Linker Units in Solid-Phase Organic Synthesis.4.8 Conclusions.5. Diversity-Oriented Synthesis of Privileged Heterocycles Using Divergent Strategy (Seung Bum Park and Jonghoon Kim).5.1 Introduction.5.2 Divergent Synthesis of Natural Product-Like Polyheterocycles Using a Cyclic-Iminium as a Single Key Intermediate.5.3 Conclusions.6. Chemo- and Regioselectivity Enhancement in Solid-Supported Reactions (Douglas D. Young and Alexander Deiters).6.1 Introduction.6.2 Transition Metal-Mediated Solid-Supported Reactions.6.3 Non-Transition Metal-Mediated Solid-Supported Reactions.6.4 Traceless Cleavage.6.5 Conclusions.Part II. Applications.7. Asymmetric Synthesis on Solid-Support (Baburaj Baskar and Kamal Kumar).7.1 Introduction.7.2 Asymmetric Chemical Transformations of Solid-Supported Substrates.7.3 Asymmetric Transformations Using Bound Chiral Catalysts and Auxiliaries.7.4 Conclusions.8. Recent Advances in Microwave-Assisted Solid-Phase Synthesis of Heterocycles (Prasad Appukkuttan, Vaibhav P. Mehta and Erik Van der Eycken).8.1 Introduction.8.2 Fused 1, 3-Oxazin-6-ones.8.3 Thiazolo[4,5-d]pyrimidine-5,7-diones.8.4 Pyrazoles.8.5 Hsp70 Modulators.8.6 Benzimidazo[2,1-b]quinazolin-12(5H)-ones.8.7 Imidazoles.8.8 1,4-Napthoquinones.8.9 Phthalocyanines.8.10 1,2,3,4-Tetrahydroquinolines.8.11 1,2,3-Triazoles.8.12 2,8-Diaminopurines.8.13 Imidazolidin-4-ones.8.14 Indoles.8.15 1,2,3,4-Tetrahydroquniolines Using a SmI2-Cleavable Linker.8.16 Hydantoins.8.17 Imatinib.8.18 Isoindolines.8.19 2-(Benzothio)imidazo[1,2a]-pyrimidin-5-ones.8.20 2-Aminobenzothiazoles.8.21 Pyrimidines, Phrazoles and Isoxazoles.8.22 Quinolin-2(1H)ones and Coumarins.8.23 Benzofurans.8.24 i-Condensed Purines.8.25 2(1H)-Pyrazinones.8.26 Conclusions.9. Solid-Phase Synthesis of Heterocycles from Peptides and Amino Acids (Zhi Li, Marc Giulianotti, Wenteng Chen, Richard A. Houghten and Yongping Yu).9.1 Introduction.9.2 Synthesis of Various Heterocycles.9.3 Abbeviations.10. Generation of Drug-Like Five-Membered Heterocyclic Libraries Using Disulfide and Merrified Resin (Young-Dae Gong and Taeho Lee).10.1 Introduction.10.2 Solid-Phase Synthesis of Related Thiazole Compounds.10.3 Solid-Phase Synthesis of Benzoxazoles.10.4 Solid-Phase Synthesis of Related Pyrazole Compounds and 1,3,4-Triazoles via a Dithiocarbazate Linker.10.5 Solid-Phase Synthesis of 1,3,4-Oxadiazoles and 1,3,4-Thiadiazoles via Selective Cyclization.10.6 Solid-Phase Synthesis of 1,2,4-Thiadiazoles.10.7 Conclusions.10.8 Abbreviations.11. Recent Advances in Solid-Phase Dipolar Cycloaddition Reactions (Kirsi Harju and Jari Yli-Kauhaluoma).11.1 Introduction.11.2 Solid-Phase Synthesis of Pyrrolidines, Pyrrolines and Pyrroles.11.3 Solid-Phase Synthesis of Pyrazolines and Pyrazoles.11.4 Solid-Phase Synthesis of Imidazoles, 1,2,4-Triazoles and 1,2,3-Triazoles.11.5 Solid-Phase Synthesis of Isoxazolidines, Isoxazolines and Isoxazoles.11.6 Conclusions.12. Sulfones in Solid-Phase Heterocycle Synthesis (Chai Hoon Soh and Yulin Lam).12.1 Introduction.12.2 Linkers.12.3 Conclusions.13. Solid-Phase Organic Radiosynthesis (Raphaël Hoareau and Peter J. H. Scott).13.1 Introduction.13.2 Solid-Phase Organic Radiosynthesis with Fluorine-18.13.3 Solid-Phase Organic Radiosynthesis with Carbon-11.13.4 Solid-Phase Organic Radiosynthesis with Other Radioisotopes.13.5 Conclusions.14. Solid-Phase Synthesis of Dyes and Their Applications as Sensors and Bioimaging Probes (Marc Vendrell, Hyung-Ho Ha, Sung Chan Lee and Young -Tae Chang).14.1 Introduction.14.2 On-Bead Sensors.14.3 Solid-Phase Approaches in Fluorescent Labeling.14.4 Solid-Phase Derivatization of Fluorescent Scaffolds.14.5 Diversity-Oriented Fluorescent Libraries.14.6 Conclusions.14.7 Acknowledgements.15. Dendritic Molecules on Solid-Support: Solid-Phase Synthesis and Applications (Kerem Goren and Moshe Portnoy).15.1 Introduction.15.2 Synthesis.15.3 Applications of Dendronized Supports.15.4 Conclusions.16. Oligosaccharide Synthesis on Solid, Soluble-Polymer and Tag Supports (Katsunori Tanaka and Koichi Fukase).16.1 Introduciton.16.2 Solid-Phase Methods for Synthesis of Oligosaccharides.16.3 Polymer-Supported and Tag-Assisted Oligosaccharide Synthesis in Solution.16.4 Conclusions.16.5 Acknowledgements.16.6 Abbreviations.Index. .