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Author : Mark Joseph Doty
Publisher :
ISBN 13 :
Total Pages : 414 pages
Book Rating : 4.:/5 (338 download)
Download or read book Palladium-catalyzed Annulation of Internal Alkynes written by Mark Joseph Doty and published by . This book was released on 1995 with total page 414 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Author : Qingping Tian
Publisher :
ISBN 13 :
Total Pages : 166 pages
Book Rating : 4.:/5 (362 download)
Download or read book Palladium-catalyzed Annulation of Internal Alkynes by Arene-containing Vinylic Iodides and Triflates written by Qingping Tian and published by . This book was released on 1996 with total page 166 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Author : Kelvin K. C. Sham
Publisher :
ISBN 13 :
Total Pages : 100 pages
Book Rating : 4.:/5 (328 download)
Download or read book Synthesis of Benzofurans Via Palladium-catalyzed Annulation of Internal Alkynes written by Kelvin K. C. Sham and published by . This book was released on 1992 with total page 100 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Author : Dmitry Valerievich Kadnikov
Publisher :
ISBN 13 :
Total Pages : 702 pages
Book Rating : 4.:/5 (529 download)
Download or read book Synthesis of Heterocycles Via Palladium-catalyzed Carbonylative Annulation of Internal and Terminal Alkynes written by Dmitry Valerievich Kadnikov and published by . This book was released on 2002 with total page 702 pages. Available in PDF, EPUB and Kindle. Book excerpt: The subject of this dissertation is the study of palladium-catalyzed reactions of internal and terminal alkynes with ortho-substituted aryl iodides such as, o-iodophenols and N-substituted o-iodoanilines, in the presence of carbon monoxide (carbonylative annulation). The exploration of these reactions have led to the development of efficient syntheses of the important heterocycles coumarins and 2-quinolones. 3,4-Disubstituted coumarins are efficiently synthesized by the palladium-catalyzed annulation of internal alkynes by o-iodophenols in the presence of just one atmosphere of carbon monoxide. The use of a sterically unhindered pyridine base is essential to achieve high yields. The reaction accommodates a number of organic functional groups both on the alkyne and the o-iodophenol, thus affording a wide variety of coumarins in moderate to good yields. The main disadvantage of the process is formation of mixtures of regioisomers in reactions employing unsymmetrical alkynes. The use of N-substituted o-iodoanilines as annulating agents provides an efficient synthesis of 3,4-disubstituted 2-quinolones. In this process, the selection of the nitrogen protecting group is crucial for the success of the reaction. The best results are obtained utilizing alkyl carbamates, tosylamides and trifluoroacetamides. The major features of this process are similar to those of the coumarin synthesis. These annulation processes are the first examples of the insertion of an alkyne into the arylpalladium bond occurring in preference to the insertion of CO. We have shown that the unusual order of insertion arises from the low reactivity of the initially formed acylpalladium complex towards internal alkynes. Utilizing the reaction conditions developed for the carbonylative annulation of internal alkynes we have been able to affect the carbonylative annulation of terminal alkynes by o-iodophenols or o-iodoaniline derivatives to afford coumarins or 2-quinolones, respectively, in modest yields. The formation of coumarins and 2-quinolones in this process is in stark contrast with all previously described palladium-catalyzed carbonylative annulation of terminal alkynes, which have afforded chromones and 4-quinolones. Moreover, under our reaction conditions terminal alkynes insert into the carbon-palladium bond instead of undergoing a Sonogashira-type coupling. This reaction pathway is confirmed by an isotope labeling experiment.
Author : Daemian David Dussault
Publisher :
ISBN 13 :
Total Pages : 82 pages
Book Rating : 4.:/5 (66 download)
Download or read book Synthesis of Indoles Via Palladium-catalyzed Annulation of Aryl Chlorides and Internal Alkynes written by Daemian David Dussault and published by . This book was released on 2005 with total page 82 pages. Available in PDF, EPUB and Kindle. Book excerpt: A palladium-catalyzed preparation of 2,3-disubstituted indoles from commercially available and relatively inexpensive reagents, o-chloroacetanilide and internal alkynes, is reported. The system is efficient in delivering 2,3-disubstituted indoles in good to excellent yield with a high level of regioselectivity in most cases. Alkynes with alkyl, aryl, alkenyl, and trialkylsilyl substituents are compatible with this methodology.
Author : Qinhua Huang
Publisher :
ISBN 13 :
Total Pages : 629 pages
Book Rating : 4.:/5 (588 download)
Download or read book New Palladium-catalyzed Approaches to Heterocycles and Carbocycles written by Qinhua Huang and published by . This book was released on 2004 with total page 629 pages. Available in PDF, EPUB and Kindle. Book excerpt: The tert-butylimines of o-(1-alkynyl)benzaldehydes and analogous pyridinecarbaldehydes have been cyclized under very mild reaction conditions in the presence of I2, ICl, PhSeCl, and p-O2NC6H4SCl to give the corresponding halogen-, selenium-, and sulfur containing disubstituted isoquinolines and naphthyridines, respectively. Monosubstituted isoquinolines and naphthyridines have been synthesized by the metal-catalyzed ring closure of these same iminoalkynes. The Pd(II)-catalyzed cyclization of 2-(1-alkynyl)arylaldimines in the presence of various alkenes provides an efficient way to synthesize a variety of 4-(1-alkenyl)-3-arylisoquinolines in moderate to excellent yields. The introduction of an ortho-methoxy group on the arylaldimine promotes the Pd-catalyzed cyclization and stabilizes the resulting Pd(II) intermediate, improving the yields of the isoquinoline products. Highly substituted naphthalenes have been synthesized by the palladium-catalyzed annulation of a variety of internal alkynes, in which two new carbon-carbon bonds are formed in a single step under relatively mild reaction conditions. This method has also been used to synthesize carbazoles, although a higher reaction temperature is necessary. This method accommodates a variety of functional groups and affords the anticipated highly substituted naphthalenes and carbazoles in good to excellent yields. Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution. A relatively efficient synthesis of cyclopropanes has been developed using palladium-catalyzed C-H activation chemistry, in which two new carbon-carbon bonds are formed in a single step. This method involves the palladium-catalyzed activation of relatively unreactive C-H bonds, and provides a very efficient way to synthesize cyclopropapyrrolo[1,2-a]indoles, analogues of the mitomycin antibiotics.
Download or read book Palladium‐Catalyzed Regioselective Aromatic Extension of Internal Alkynes Through a Norbornene‐Controlled Reaction Sequence written by and published by . This book was released on 2018 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Author : Daohua Zhang
Publisher :
ISBN 13 :
Total Pages : 186 pages
Book Rating : 4.:/5 (518 download)
Download or read book Palladium-catalyzed Approaches to Indenes written by Daohua Zhang and published by . This book was released on 2002 with total page 186 pages. Available in PDF, EPUB and Kindle. Book excerpt: In this thesis several palladium-catalyzed carboannulation methods have been developed for a variety of indene derivatives. Chapter 1 describes the synthesis of indenes by the palladium-catalyzed carboannulation of internal alkynes by functionalized aryl halides. The annulation proceeds under relatively mild reaction conditions and gives good yields of indenes. This annulation process also exhibits excellent regioselectivity and is particularly suited for the synthesis of hindered 2-substituted indenes. Chapter 2 deals with a palladium/copper-catalyzed coupling of terminal alkynes and aryl halides, followed by a copper-catalyzed intramolecular cyclization. This two-step annulation procedure has proven to be quite general for the synthesis of indenes from terminal alkynes bearing a variety of substituents. Chapter 3 presents a new method for the synthesis of indenes by the palladium-catalyzed arylation of arylalkynes bearing a carbon nucleophile. This procedure, which involves cyclization and arylation in a single step, provides a convenient means of synthesizing indenes in high yields. This reaction also tolerates considerable functionality, and is particularly suited for the synthesis of 3,4-diaryl substituted indenes from electron-deficient aryl halides.
Author : Jiro Tsuji
Publisher : Springer Science & Business Media
ISBN 13 : 9783540239826
Total Pages : 348 pages
Book Rating : 4.2/5 (398 download)
Download or read book Palladium in Organic Synthesis written by Jiro Tsuji and published by Springer Science & Business Media. This book was released on 2005-07-06 with total page 348 pages. Available in PDF, EPUB and Kindle. Book excerpt: with contributions by numerous experts
Author : Kevin Ray Roesch
Publisher :
ISBN 13 :
Total Pages : 678 pages
Book Rating : 4.:/5 (423 download)
Download or read book Synthesis of Nitrogen Heterocycles Via Palladium-catalyzed Annulation of Acetylenes written by Kevin Ray Roesch and published by . This book was released on 1999 with total page 678 pages. Available in PDF, EPUB and Kindle. Book excerpt: A wide variety of substituted isoquinoline, tetrahydroisoquinoline, 5,6- dihydrobenz[f]lisoquinoline, pyrindine, and pyridine heterocycles have been prepared via annulation of internal acetylenes with the tert-butylimines of o-iodobenzaldehydes and 3-halo-2-alkenals in the presence of a palladium catalyst. The best results are obtained by employing 5 mol % Pd(OAc)2, an excess of the alkyne, one equivalent of sodium carbonate as a base, and 10 mol % PPh3 in DMF as the solvent. This annulation methodology is particularly effective for aryl- or alkenyl-substituted alkynes. Trimethylsilyl-substituted alkynes also undergo this annulation process to afford mono-substituted heterocyclic products. Other acetylenes, however, fail to undergo this annulation process.
Author : Carmen Claver
Publisher : Springer
ISBN 13 : 3319666657
Total Pages : 291 pages
Book Rating : 4.3/5 (196 download)
Download or read book Rhodium Catalysis written by Carmen Claver and published by Springer. This book was released on 2017-12-15 with total page 291 pages. Available in PDF, EPUB and Kindle. Book excerpt: The series Topics in Organometallic Chemistry presents critical overviews of research results in organometallic chemistry. As our understanding of organometallic structure, properties and mechanisms increases, new ways are opened for the design of organometallic compounds and reactions tailored to the needs of such diverse areas as organic synthesis, medical research, biology and materials science. Thus the scope of coverage includes a broad range of topics of pure and applied organometallic chemistry, where new breakthroughs are being achieved that are of significance to a larger scientific audience. The individual volumes of Topics in Organometallic Chemistry are thematic. Review articles are generally invited by the volume editors. All chapters from Topics in Organometallic Chemistry are published OnlineFirst with an individual DOI. In references, Topics in Organometallic Chemistry is abbrev iated as Top Organomet Chem and cited as a journal.
Author : Navjeet Kaur
Publisher : CRC Press
ISBN 13 : 1351242601
Total Pages : 432 pages
Book Rating : 4.3/5 (512 download)
Download or read book Palladium Assisted Synthesis of Heterocycles written by Navjeet Kaur and published by CRC Press. This book was released on 2019-05-01 with total page 432 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book is a compilation of the recent applications of palladium catalysts in organic synthesis. The book demonstrates that it is a highly dynamic research field. This methodology has emerged as a powerful tool for the efficient and chemoselective synthesis of heterocyclic molecules. In the past few years, several strategies have been pointed out to pursue more efficient, sustainable, and environment friendly chemical processes. Among those strategies, catalysis and the design of new processes that avoid the use of toxic reagents have been the focus of intense research.
Author : Laszlo Kurti
Publisher : Elsevier
ISBN 13 : 0080575412
Total Pages : 808 pages
Book Rating : 4.0/5 (85 download)
Download or read book Strategic Applications of Named Reactions in Organic Synthesis written by Laszlo Kurti and published by Elsevier. This book was released on 2005-04-29 with total page 808 pages. Available in PDF, EPUB and Kindle. Book excerpt: Kurti and Czako have produced an indispensable tool for specialists and non-specialists in organic chemistry. This innovative reference work includes 250 organic reactions and their strategic use in the synthesis of complex natural and unnatural products. Reactions are thoroughly discussed in a convenient, two-page layout--using full color. Its comprehensive coverage, superb organization, quality of presentation, and wealth of references, make this a necessity for every organic chemist. - The first reference work on named reactions to present colored schemes for easier understanding - 250 frequently used named reactions are presented in a convenient two-page layout with numerous examples - An opening list of abbreviations includes both structures and chemical names - Contains more than 10,000 references grouped by seminal papers, reviews, modifications, and theoretical works - Appendices list reactions in order of discovery, group by contemporary usage, and provide additional study tools - Extensive index quickly locates information using words found in text and drawings
Author : Narayan S. Hosmane
Publisher : CRC Press
ISBN 13 : 1439826633
Total Pages : 856 pages
Book Rating : 4.4/5 (398 download)
Download or read book Boron Science written by Narayan S. Hosmane and published by CRC Press. This book was released on 2016-04-19 with total page 856 pages. Available in PDF, EPUB and Kindle. Book excerpt: Boron has made a significant impact in our lives through its quiet use in fertilizers, fungicides, soaps, detergents, and heat-resistant glassware. Boron Science: New Technologies and Applications addresses the applications of boron in chemistry, industry, medicine, and pharmacology by explaining its role in problems such as catalysis and hydrobora
Author : Davit Zargarian
Publisher :
ISBN 13 :
Total Pages : 336 pages
Book Rating : 4.:/5 (872 download)
Download or read book Palladium-catalyzed Carbonylation of Alkynes written by Davit Zargarian and published by . This book was released on 1992 with total page 336 pages. Available in PDF, EPUB and Kindle. Book excerpt: In contrast to most systems in which CuCl$\sb2$ acts as the principal oxidant for converting Pd(0) to Pd(II), the role of CuCl$\sb2$ in the present system seems to be secondary to that of oxygen. For instance, modest catalytic turnovers are observed in the absence of CuCl$\sb2$, whereas no catalysis occurs if oxygen is excluded from the system, even in the presence of excess CuCl$\sb2$. These and other observation are rationalized by invoking various oxidation schemes involving oxygen as the main oxidant. The role of CuCl$\sb2$ is thought to be one of facilitating the catalysis by forming a heterometallic Cu/Pd complex.
Author : Hao Yin
Publisher :
ISBN 13 :
Total Pages : 236 pages
Book Rating : 4.:/5 (463 download)
Download or read book Palladium-catalyzed Approaches to Aromatic Olefins and 1,3-enynes written by Hao Yin and published by . This book was released on 2001 with total page 236 pages. Available in PDF, EPUB and Kindle. Book excerpt: The palladium-catalyzed alkenylation of aromatic heterocycles has been achieved in a low yield using 02 as the sole reoxidant for palladium. The best catalyst system at present consists of 10% Pd(OAc)2 and 10% pyridine in toluene at 80 0C under one atm of oxygen. The reaction substrates are limited to electron-rich aromatic heterocycles and activated alkenes. The palladium-catalyzed cross-coupling of terminal alkynes and internal alkynes using our Pd(OAc)2/PPh3/pyridine catalyst system provides an efficient method to synthesize a variety of 1,3-enynes. The readily available and inexpensive ligand PPh3 is used and a relatively short reaction time is required. This process can tolerate much functionality and affords good to excellent yields.
Author : Shu-Li You
Publisher : John Wiley & Sons
ISBN 13 : 3527338519
Total Pages : 422 pages
Book Rating : 4.5/5 (273 download)
Download or read book Asymmetric Dearomatization Reactions written by Shu-Li You and published by John Wiley & Sons. This book was released on 2016-09-13 with total page 422 pages. Available in PDF, EPUB and Kindle. Book excerpt: The first comprehensive account of the rapidly growing field of asymmetric dearomatization reactions with a focus on catalytic methods. It introduces the concept of dearomatization and describes recent progress in asymmetric reaction procedures with different catalyst systems, such as organocatalysts, transition metal catalysts, and enzymes. Chapters on dearomatizations of electron-deficient aromatic rings, dearomatization reactions via transition metal-catalyzed cross-couplings as well as dearomatization strategies in the synthesis of complex natural products are also included. Written by pioneers in the field, this is a highly valuable source of information not only for professional synthetic chemists in academia and industry but also for all those are interested in asymmetric methodologies and organic synthesis in general.
