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Author: Navjeet Kaur
Publisher: Elsevier
ISBN: 0443220603
Category : Science
Languages : en
Pages : 354
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Book Description
The smallest possible saturated azaheterocycle, aziridine, is well-known to organic chemists for its tremendous potential in pharmaceutical chemistry and organic synthesis. The general biological importance of aziridines is proven by the fact that they found several uses as subunits in pharmacologically active compounds such as antitumor agents, enzyme inhibitors, and antibiotics. Although aziridines are highly reactive, this framework occurs in many synthetic compounds and the natural products of biological interest also contain aziridine skeleton in their structures. The synthetic community is captivated with prospects of selective synthesis and conversions of aziridines. Several important advances in this area have been witnessed in recent years and discovering efficient novel methods for the synthesis of aziridines has been very active field of research. Its powerful synthetic utility has been described by an overpowering amount of documentation on the approaches for the formation of aziridine. Synthesis of Aziridines and Oxaziridines from Imines describes the new and old methods for the synthesis of aziridines from imines and covers an important and rapidly growing branch of heterocyclic chemistry. Readers will have access to different methods and information allowing them to evaluate which method is most suitable for particular cases. Focuses on the biological importance of different heterocycles Describes traditional and innovative methods for the synthesis of aziridines from imines Includes comparison amongst different methods, reagents, reaction conditions in tabulated forms, advantages, disadvantages, and critical analysis of different methodologies with respect to their comparison with green technique
Author: Navjeet Kaur
Publisher: Elsevier
ISBN: 0443220603
Category : Science
Languages : en
Pages : 354
Get Book Here
Book Description
The smallest possible saturated azaheterocycle, aziridine, is well-known to organic chemists for its tremendous potential in pharmaceutical chemistry and organic synthesis. The general biological importance of aziridines is proven by the fact that they found several uses as subunits in pharmacologically active compounds such as antitumor agents, enzyme inhibitors, and antibiotics. Although aziridines are highly reactive, this framework occurs in many synthetic compounds and the natural products of biological interest also contain aziridine skeleton in their structures. The synthetic community is captivated with prospects of selective synthesis and conversions of aziridines. Several important advances in this area have been witnessed in recent years and discovering efficient novel methods for the synthesis of aziridines has been very active field of research. Its powerful synthetic utility has been described by an overpowering amount of documentation on the approaches for the formation of aziridine. Synthesis of Aziridines and Oxaziridines from Imines describes the new and old methods for the synthesis of aziridines from imines and covers an important and rapidly growing branch of heterocyclic chemistry. Readers will have access to different methods and information allowing them to evaluate which method is most suitable for particular cases. Focuses on the biological importance of different heterocycles Describes traditional and innovative methods for the synthesis of aziridines from imines Includes comparison amongst different methods, reagents, reaction conditions in tabulated forms, advantages, disadvantages, and critical analysis of different methodologies with respect to their comparison with green technique
Author: Andrei K. Yudin
Publisher: John Wiley & Sons
ISBN: 9783527312139
Category : Science
Languages : en
Pages : 532
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Book Description
Aziridines and epoxides are among the most widely used intermediates in organic synthesis, acting as precursors to complex molecules due to the strains incorporated in their skeletons. Besides their importance as reactive intermediates, many biologically active compounds also contain these three-membered rings. Filling a gap in the literature, this clearly structured book presents the much needed information in a compact and concise way. The renowned editor has succeeded in gathering together excellent authors to cover synthesis, applications, and the biological aspects in equal depth. Divided roughly equally between aziridines and epoxides, the twelve chapters discuss: * Synthesis of aziridines * Nucleophilic ring-opening of aziridines and epoxides * Organic synthesis with aziridine building blocks * Vinyl aziridines in organic synthesis * Diastereoselective aziridination reagents * Synthetic aspects of aziridinomitocene chemistry * Biosynthesis of biologically important aziridines * Organic catalysis of epoxide and aziridine ring formation * Metal-mediated synthesis of epoxides * Asymmetric epoxide ring opening chemistry * Epoxides in complex molecule synthesis * Biological activity of epoxide-containing molecules A high-quality reference manual for academic and industrial chemists alike.
Author: Hélène Pellissier
Publisher: John Wiley & Sons
ISBN: 3527802037
Category : Science
Languages : en
Pages : 800
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Book Description
The first handbook to focus on the asymmetric synthesis of different types of three-membered rings. The outstanding and experienced authors have an excellent international reputation and cover cyclopropanes, epoxides and aziridines as well as chiral oxaziridines in equal measure. To this end, they describe in detail different synthetic approaches starting with chiral substrates as well as the application of chiral metal- or organocatalysts. Furthermore, methods for the kinetic resolution of initially racemic products are treated alongside recent advances and novel developments in established techniques for the synthesis of three-membered rings. With its structured composition this is of high interest to scientists in methodological and natural product synthesis as well as those in industrial and pharmaceutical chemistry.
Author: Rhiana Amrita Bobb
Publisher:
ISBN: 9780494159941
Category :
Languages : en
Pages : 438
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Book Description
Our investigation of the stereoselective recognition of aziridines by a salen Co(III) complex provides insight into the origin of stereoselectivity for ring opening reactions of terminal epoxides. We have determined by computation, 1H NMR analysis and X-ray crystal data, that aziridine and epoxide coordination are similar. We have also found that pi-pi stacking is important for selective recognition of aziridines. The aminolytic kinetic resolution of terminal epoxides with N-methyl aniline catalyzed by salen Co(III) complex obeyed first order kinetics with respect to the catalyst. In this example of monomeric catalysis, approach of the nucleophile was found to be substrate specific. The aminolysis of (+/- ) propylene oxide resulted in 8% enantiomeric excess of unreacted R -propylene oxide while that of (+/- ) styrene oxide gave 37% enantiomeric excess of S-styrene oxide. Krel values are 1.2 and 2.4 for propylene oxide and styrene oxide respectively. It was also proposed that in hydrolysis, the observed selectivity is determined by the approach of the nucleophile. The equilibrium between aryl mono-imine and di-imine formation was studied for several aldehydes. This gives insight into what controls 1,2-diamine synthesis. Initial studies have shown that there is no significant steric or electronic effect when resonance assisted hydrogen bonds are absent. However, in the presence of resonance assisted hydrogen bonding, exclusive formation of the mono-imine is observed. Through this study, we have also identified a stable aryl mono-imine (119) derived from 2,4,6-trimethoxybenzaldehyde. As a result of unfavourable lone pair-lone pair interaction, formation of the di-imine does not occur. Hence, aryl mono-imines are preferred when resonance assisted hydrogen bonds are present, or the di-imine is destabilized. The conversion of the mono-imine 119 to vicinal diamides was also studied. Formation of the 1,2-diamides is achieved through a diaza-Cope rearrangement with aryl diketones. Conversion occurs quantitatively and under mild conditions. Novel meso 1,2-diamides were isolated and characterized. Preliminary indications are that this rearrangement can also proceed stereoselectively because only dl 1,2-benzamide was observed. As such, chiral diamines can be prepared in a convenient way.
Author: Ananya Srivastava
Publisher: Elsevier
ISBN: 012821547X
Category : Science
Languages : en
Pages : 506
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Book Description
Copper in N-Heterocyclic Chemistry provides an overview of copper-catalyzed synthesis and functionalization of N-heterocyclic compounds, covering all recent developments in a way that is ideal for researchers and students working in the area of synthetic organic chemistry and medicinal chemistry. The book explores N-heterocyclic compounds as unique structural units in the development of natural products and pharmaceuticals, along with the remarkable progress made in the area of high atom economic strategies, and more recently, copper-catalyzed C-H activation and its applications in organic synthesis. Readers will find troubleshooting protocols, as well as the advantages and limitations of each method discussed. As copper catalysts show versatile chemical reactivity in many aspects, including their oxidation states 0–3 are accessible and their ability to facilitate bond formations due to their ability to serve as Lewis acids, oxidizing agents and catalysts, this book is an ideal resource on the topics explored. Discusses novel synthetic methods developed over the past decade for copper-catalyzed synthesis of N-heterocyclic compounds Covers the most recent methodologies adapted in synthetic chemistry for applications in natural products and pharmaceuticals Includes troubleshooting protocols, as well as the advantages and limitations of each method discussed in detail
Author: Goutam Brahmachari
Publisher: Elsevier
ISBN: 0323851339
Category : Science
Languages : en
Pages : 823
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Book Description
Green Synthetic Approaches for Biologically Relevant Heterocycles, Second Edition, Volume Two: Green Catalytic Systems and Solvents reviews this significant group of organic compounds within the context of sustainable methods and processes, expanding on the first edition with fully updated coverage and a whole range of new chapters. Volume Two explores green catalytic systems and solvents and the techniques surrounding this approach, including metal and magnetic catalysis to organocatalysis and solid acid catalysis, cycloaddition reactions, and varied approaches using ionic liquids. This updated edition is an essential resource on sustainable approaches for academic researchers, R&D professionals, and students working across medicinal, organic, natural product and green chemistry. Provides fully updated coverage of the field with an emphasis on sustainability Highlights a range of different eco-friendly solvents and environmentally-friendly catalysts Collates the experience of a global team of expert contributors
Author: Gordon W. Gribble
Publisher: Newnes
ISBN: 0080968074
Category : Science
Languages : en
Pages : 587
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Book Description
Annotation 'Progress in Heterocyclic Chemistry' is an annual review commissioned by the International Society of Heterocyclic Chemistry. The volumes contain both highlights of the previous year's literature on heterocyclic chemistry and articles on emerging topics of particular interest to heterocyclic chemists.
Author: Andrei K. Yudin
Publisher: John Wiley & Sons
ISBN: 352760748X
Category : Science
Languages : en
Pages : 516
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Book Description
Aziridines and epoxides are among the most widely used intermediates in organic synthesis, acting as precursors to complex molecules due to the strains incorporated in their skeletons. Besides their importance as reactive intermediates, many biologically active compounds also contain these three-membered rings. Filling a gap in the literature, this clearly structured book presents the much needed information in a compact and concise way. The renowned editor has succeeded in gathering together excellent authors to cover synthesis, applications, and the biological aspects in equal depth. Divided roughly equally between aziridines and epoxides, the twelve chapters discuss: * Synthesis of aziridines * Nucleophilic ring-opening of aziridines and epoxides * Organic synthesis with aziridine building blocks * Vinyl aziridines in organic synthesis * Diastereoselective aziridination reagents * Synthetic aspects of aziridinomitocene chemistry * Biosynthesis of biologically important aziridines * Organic catalysis of epoxide and aziridine ring formation * Metal-mediated synthesis of epoxides * Asymmetric epoxide ring opening chemistry * Epoxides in complex molecule synthesis * Biological activity of epoxide-containing molecules A high-quality reference manual for academic and industrial chemists alike.
Author: Vishnu Ji Ram
Publisher: Elsevier
ISBN: 0081011911
Category : Science
Languages : en
Pages : 500
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Book Description
Heterocycles are ubiquitously present in nature and occupy a unique place in organic chemistry as they are part of the DNA and haemoglobin that make life possible. The Chemistry of Heterocycles covers an introduction to the topic, followed by a chapter on the nomenclature of all classes of isolated, fused and polycyclic heterocycles. The third chapter delineates the highly strained three membered N,O and S containing aromatic and non-aromatic heterocycles with one and more than one similar and dissimilar heteroatom. The four-membered heterocycles are abundantly present in various natural and synthetic products of pharmacological importance. This chapter describes the natural abundance, synthesis, chemical reactivity, structural features and their medicinal importance. This class of compounds are present as sub-structures in penicillin and cytotoxic Taxol. Lastly, a chapter on the natural abundance, synthesis, chemical reactivity and pharmacological importance of 5-membered heterocycles with N,O,S heteroatom is covered. The chemistry of heterocycles with mixed heteroatom such as, N-S, N-O, N-S etc. is also described. Gives in-depth, clear information about various systems of nomenclature along with widely acceptable IUPAC system for naming various classes of heterocycles Provides complete information about natural occurrences, synthesis, chemical reactivity, pharmacological importance of heterocycles and their application in material science Highly relevant for graduate students and researchers, providing updated information about various isolated and fused N,O and,S containing heterocycles
Author:
Publisher: Newnes
ISBN: 0080994091
Category : Science
Languages : en
Pages : 561
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Book Description
Progress in Heterocyclic Chemistry is an annual review series commissioned by the International Society of Heterocyclic Chemistry (ISHC). Volumes in the series contain both highlights of the previous year’s literature on heterocyclic chemistry and articles on new, developing topics of particular interest to heterocyclic chemists. The highlight chapters in Volume 25 are all written by leading researchers in their field, and these chapters constitute a systematic survey of the important original material reported in the literature of heterocyclic chemistry in 2012. As with previous volumes in the series, Volume 25 will enable academic and industrial chemists and advanced students to keep abreast of developments in heterocyclic chemistry in a convenient way. Recognized as the premiere review of heterocyclic chemistry Contributions from leading researchers in the field Systematic survey of the important 2012 heterocyclic chemistry literature
