N-Tosylhydrazones are a class of readily available and stable diazo pre-cursors that have been widely used in organic synthesis. Since 2012, there have been numerous reports on the application of N-Tosylhydrazones as starting materials for cross-coupling, insertion, alkenylation, alkynylation and other types of reactions. In particular, the construction of structurally complex functional molecular skeletons by one-pot and cascade reactions proved to be very important in this field. Focusing on the construction of the core skeleton of functional fine chemicals, the team has carried out green synthesis and catalytic reaction studies of fine chemicals, achieved effective synthesis of high value-added fine chemicals, obtained a series of new systems of N-tosylhydrazones involved in the formation of C-C and C=C; realised the high efficiency in the preparation of diarylmethane, triarylme-thane, aryl-substituted olefins and thiazole derivatives, and laid the founda-tion of the application of the fine organic synthesis technology in the field of pharmaceuticals. This has laid a solid foundation for the application of fine organic synthesis technology in the fields of pharmaceutical intermediates, agrochemicals and optoelectronic materials, forming a distinctive research direction of fine chemical synthesis technology and a stable R&D team, and improved the technical level of preparation of high value-added fine chemicals.
This book can be used as a reference for workers in organic chemistry of N- tosylhydrazones, pharmaceutical synthesis and other fields, as well as teachers and students of related universities and research institutes.
Sample Chapter(s)
Preface (46 KB)
Components of the Book:
- Preface
- Brief introduction of the author
- Chapter 1. C-C bond formation involving N-tosylhydrazones
- 1. A simply and efficient synthesis of 9-arylfluorenes via metal-free reduc-tive coupling of arylboronic acids and N-tosylhydrazones in situ
- 2. One-pot synthesis of triarylmethanes via metal-free reductive coupling of diaryl ketones, tosylhydrazide, and arylboronic acids
- 3. One-pot reductive coupling reactions of acetyl naphthalene derivatives, tosylhydrazide, with arylboronic acids
- 4. Synthesis of 3-aryl-1-indanones via cesium fluoride-promoted coupling of arylboronic acids with N-tosylhydrazones
- 5. Synthesis of α-arylalkylferrocenes via cesium fluoride-promoted coupling of arylboronic acids with N-tosylhydrazones
- Chapter 2. C=C bond formation involving aryl sulfonyl hydrazones
- 6. Synthesis of Naphthyl-Substituted Terminal Olefins via Pd-Catalyzed
One-Pot Coupling of Acetylnaphthalene, N-Tosylhydrazide with Aryl Halide
- 7. Synthesis of Benzocycloalkene Derivatives via Pd-Catalyzed One-Pot
Two-Step Reactions of Benzocyclic Ketones, Tosylhydrazide with Aryl Bromides
- 8. Pd-Catalyzed Regioselective Olefination of N-Tosylhydrazones with Benzyl Bromides
- 9. Palladium-catalyzed olefination of N-tosylhydrazones as β-diazo phosphonate precursors with arylhalides
- Chapter 3. C-O/C-N bond formation involving N-tosylhydrazones
- 10. Metal-Free Reductive Coupling of Biphenyl Tosylhydrazones with
Phenols or Benzyl Alcohols
- 11. Synthesis of Novel 1,4-Substituted 1,2,3-Triazoles by Water-Soluble
(Salicyladimine)2Cu complex Catalyzed Azide-Alkyne Cycloaddition in Water
- Chapter 4. Multicomponent reactions involving N-tosylhydrazones
- 12. Multi-Component One-Pot Reaction of Aromatic Carbonyl Compounds,
Tosylhydrazide, and Arylboronic Acids
- 13. Sequentially Formations of Csp3-Csp2 and Csp2-Csp2 Bonds by a One-pot Reaction Involving N-Tosylhydrazone and p-Bromobenzeneboronic
Acid
- 14. Synthesis of 9-Biarylfluorenes by One-pot, Three-step Reactions of N-Tosylhydrazones, p-Bromobenzeneboronic Acid and Arylboronic
Acids
- 15. Synthesis of 1,2-Diarylethylenes by Pd-Catalyzed One-Pot Reaction of Benzyl Halides, Tosylhydrazide, and Aryl Aldehydes
- 16. Highly Selective β-Hydride Elimination in the Pd-Catalyzed Cross-Coupling ofN-Tosylhydrazones with Benzyl Bromides
- 17. Pd(0)-Catalyzed tandem one-pot reaction of biphenyl ketones/aldehydes to the corresponding di-substituted aryl olefins
- 18. NIS-Promoted Three-component Reactions of 3-Oxo-3 arylpropanenitriles with Arylsulfonyl Hydrazides
- Chapter 5. Cyclisation reactions involving N-tosylhydrazones
- 19. Cascade reaction of arylboronic acid and 2'-cyano-biaryl-2-aldehyde N-tosylhydrazones: Access to functionalized 9-amino-10-arylphenanthrenes
- 20. KI/TBHP-Promoted [3+2] Cycloaddition of Pyrrolo[1,2-a]quinoxaline
and N-Arylsulfonylhydrazones
- 21. Synthesis of 4-aryl-1,2,3-thiadiazoles via NH4I-catalyzed cyclization of N-tosylhydrazones with sulfur
- 22. Synthesis of novel 4-substituted 1,2,3-thiadiazoles via iodine-catalyzed cyclization reactions
- 23. HI/DMSO-Catalyzed Cyclization of Aryl(sulfo)acylhydrazones with
Sulfur
- 24. Cs2CO3-promoted [3+2] cyclization of chalcone and N- tosylhydrazone
- 25. Iodine-Promoted Tandem Pyrazole Annulation and C-H Sulfenylation
for the Synthesis of C4-Sulfenylated Pyrazoles
- 26. Selective transformations of 2-(p-toluenesulfonyl)-N tosylhydrazones to substituted 1,2,3-thiadiazoles
- 27. One-pot two-step strategy for efficient synthesis of 3-aryl-4-(arylthio)-1H-pyrazol-5-amines derivatives
Readership:
Students, academics, teachers and other people attending or interested in Organic Chemistry of N- tosylhydrazones, Pharmaceutical Synthesis and other fields.
Ping Liu
Ph.D., Professor, received his Ph.D. degree in Applied Chemistry from Da-lian University of Technology in 2010, and joined the School of Chemistry and Chemical Engineering of Shihezi University in the same year. He is a second-level training candidate of “Corps Talent”, a 3152 subject leader of Shihezi University, and a member of Huang Dainian Teachers’ Team of National Colleges and Universities-Xinjiang Advantageous Resource Chemical Utilisation Teachers’ Team.
Yan Liu
Female, Ph.D., professor, received her Ph.D. degree in chemical engineering and technology from Dalian University of Technology in 2010, joined the School of Chemistry and Chemical Engineering of Shihezi University in the same year, and is a 3152 young backbone teacher of Shihezi University, presided over 2 university-level projects, participated in 3 National Natural Science Foundation of China projects, and has published more than 30 SCI papers.
He Jing
Female, Doctor of Engineering, Senior Laboratory Technician, received her PhD degree in Chemical Engineering and Technology from Shihezi University in June 2022, and joined the School of Chemistry and Chemical Engineering of Shihezi University in the same year, presided over the project of Graduate Student Innovation and Scientific Research Programme of the Autonomous Region, the project of “Tianchi Talents” of the Autonomous Region.