Palladium(II)‐Catalyzed CH Activation/CC Cross‐Coupling Reactions: Versatility and Practicality

Angewandte Chemie International Edition, Год журнала: 2009, Номер 48(28), С. 5094 - 5115

Опубликована: Июнь 25, 2009

Abstract Pick your Pd partners : A number of catalytic systems have been developed for palladium‐catalyzed CH activation/CC bond formation. Recent studies concerning the palladium(II)‐catalyzed coupling bonds with organometallic reagents through a II /Pd 0 cycle are discussed (see scheme), and versatility practicality this new mode catalysis presented. Unaddressed questions potential development in field also addressed. magnified image In past decade, bond‐forming reactions emerged as promising transformations; however, is still at an early stage compared to state art cross‐coupling using aryl alkyl halides. This Review begins brief introduction four extensively investigated modes forming CC from bonds: , IV catalysis. more detailed discussion then directed towards recent cycle. Despite progress made date, improving reaction remains tremendous challenge.

Язык: Английский

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Rhodium-Catalyzed C−C Bond Formation via Heteroatom-Directed C−H Bond Activation

Chemical Reviews, Год журнала: 2009, Номер 110(2), С. 624 - 655

Опубликована: Май 13, 2009

ADVERTISEMENT RETURN TO ISSUEPREVReviewNEXTRhodium-Catalyzed C−C Bond Formation via Heteroatom-Directed C−H ActivationDenise A. Colby, Robert G. Bergman*, and Jonathan Ellman*View Author Information Department of Chemistry, University California, Division Chemical Sciences, Lawrence Berkeley National Laboratory, Berkeley, 94720* E-mail: [email protected] protected]Cite this: Chem. Rev. 2010, 110, 2, 624–655Publication Date (Web):May 13, 2009Publication History Received7 January 2009Published online13 May inissue 10 February 2010https://pubs.acs.org/doi/10.1021/cr900005nhttps://doi.org/10.1021/cr900005nreview-articleACS PublicationsCopyright © 2009 American SocietyRequest reuse permissionsArticle Views44444Altmetric-Citations3479LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum full text article downloads since November 2008 (both PDF HTML) across all institutions individuals. These metrics regularly updated to reflect usage leading up last few days.Citations number other articles citing this article, calculated by Crossref daily. Find more information about citation counts.The Altmetric Attention Score is a quantitative measure attention that research has received online. Clicking on donut icon will load page at altmetric.com with additional details score social media presence for given article. how calculated. Share Add toView InAdd Full Text ReferenceAdd Description ExportRISCitationCitation abstractCitation referencesMore Options onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose SUBJECTS:Alcohols,Arylation,Catalysts,Hydrocarbons,Post-translational modification Get e-Alerts

Язык: Английский

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CH Bond Functionalization: Emerging Synthetic Tools for Natural Products and Pharmaceuticals

Angewandte Chemie International Edition, Год журнала: 2012, Номер 51(36), С. 8960 - 9009

Опубликована: Авг. 6, 2012

Abstract The direct functionalization of CH bonds in organic compounds has recently emerged as a powerful and ideal method for the formation carbon–carbon carbon–heteroatom bonds. This Review provides an overview bond strategies rapid synthesis biologically active such natural products pharmaceutical targets.

Язык: Английский

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Recent advances in the transition metal-catalyzed twofold oxidative C–H bond activation strategy for C–C and C–N bond formation

Chemical Society Reviews, Год журнала: 2011, Номер 40(10), С. 5068 - 5068

Опубликована: Янв. 1, 2011

The direct functionalization of heterocyclic compounds has emerged as one the most important topics in field metal-catalyzed C–H bond activation due to fact that products are an synthetic motif organic synthesis, pharmaceutical industry, and materials science. This critical review covers recent progresses on regioselective dehydrogenative coupling reaction heteroarenes, including arylation, olefination, alkynylation, amination/amidation mainly utilizing transition metal catalysts (113 references).

Язык: Английский

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3d Transition Metals for C–H Activation

Chemical Reviews, Год журнала: 2018, Номер 119(4), С. 2192 - 2452

Опубликована: Ноя. 27, 2018

C–H activation has surfaced as an increasingly powerful tool for molecular sciences, with notable applications to material crop protection, drug discovery, and pharmaceutical industries, among others. Despite major advances, the vast majority of these functionalizations required precious 4d or 5d transition metal catalysts. Given cost-effective sustainable nature earth-abundant first row metals, development less toxic, inexpensive 3d catalysts gained considerable recent momentum a significantly more environmentally-benign economically-attractive alternative. Herein, we provide comprehensive overview on until summer 2018.

Язык: Английский

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Transition Metal-Catalyzed C–H Amination: Scope, Mechanism, and Applications

Chemical Reviews, Год журнала: 2017, Номер 117(13), С. 9247 - 9301

Опубликована: Янв. 4, 2017

Catalytic transformation of ubiquitous C-H bonds into valuable C-N offers an efficient synthetic approach to construct N-functionalized molecules. Over the last few decades, transition metal catalysis has been repeatedly proven be a powerful tool for direct conversion cheap hydrocarbons synthetically versatile amino-containing compounds. This Review comprehensively highlights recent advances in intra- and intermolecular amination reactions utilizing late metal-based catalysts. Initial discovery, mechanistic study, additional applications were categorized on basis scaffolds types reactions. Reactivity selectivity novel systems are discussed three sections, with each being defined by proposed working mode.

Язык: Английский

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Catalytic Carbene Insertion into C−H Bonds

Chemical Reviews, Год журнала: 2009, Номер 110(2), С. 704 - 724

Опубликована: Сен. 28, 2009

ADVERTISEMENT RETURN TO ISSUEPREVReviewNEXTCatalytic Carbene Insertion into C−H BondsMichael P. Doyle*, Richard Duffy, Maxim Ratnikov, and Lei ZhouView Author Information Department of Chemistry Biochemistry, University Maryland, College Park, Maryland 20742* Corresponding author e-mail: [email protected]Cite this: Chem. Rev. 2010, 110, 2, 704–724Publication Date (Web):September 28, 2009Publication History Received2 July 2009Published online28 September inissue 10 February 2010https://doi.org/10.1021/cr900239nCopyright © 2009 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views31512Altmetric-Citations1447LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum full text article downloads since November 2008 (both PDF HTML) across all institutions individuals. These metrics regularly updated to reflect usage leading up last few days.Citations number other articles citing this article, calculated by Crossref daily. Find more information about citation counts.The Altmetric Attention Score is a quantitative measure attention that research has received online. Clicking on donut icon will load page at altmetric.com with additional details score social media presence for given article. how calculated. Share Add toView InAdd Full Text ReferenceAdd Description ExportRISCitationCitation abstractCitation referencesMore Options onFacebookTwitterWechatLinked InReddit Read OnlinePDF (2 MB) Get e-AlertsSUBJECTS:Carbene compounds,Catalysts,Insertion reactions,Ligands,Metals e-Alerts

Язык: Английский

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Advances in Synthetic Applications of Hypervalent Iodine Compounds

Chemical Reviews, Год журнала: 2016, Номер 116(5), С. 3328 - 3435

Опубликована: Фев. 10, 2016

The preparation, structure, and chemistry of hypervalent iodine compounds are reviewed with emphasis on their synthetic application. Compounds possess reactivity similar to that transition metals, but have the advantage environmental sustainability efficient utilization natural resources. These widely used in organic synthesis as selective oxidants environmentally friendly reagents. Synthetic uses reagents halogenation reactions, various oxidations, rearrangements, aminations, C-C bond-forming metal-catalyzed reactions summarized discussed. Recent discovery catalytic systems recyclable reagents, development new enantioselective using chiral represent a particularly important achievement field chemistry. One goals this Review is attract attention scientific community benefits an sustainable alternative heavy metals.

Язык: Английский

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Transition metal-catalyzed C–H activation reactions: diastereoselectivity and enantioselectivity

Chemical Society Reviews, Год журнала: 2009, Номер 38(11), С. 3242 - 3242

Опубликована: Янв. 1, 2009

This critical review discusses historical and contemporary research in the field of transition metal-catalyzed carbon–hydrogen (C–H) bond activation through lens stereoselectivity. Research concerning both diastereoselectivity enantioselectivity C–H processes is examined, application concepts this area for development novel carbon–carbon carbon–heteroatom bond-forming reactions described. Throughout review, an emphasis placed on that are (or may soon become) relevant realm organic synthesis (221 references).

Язык: Английский

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Beyond Directing Groups: Transition‐Metal‐Catalyzed CH Activation of Simple Arenes

Angewandte Chemie International Edition, Год журнала: 2012, Номер 51(41), С. 10236 - 10254

Опубликована: Сен. 20, 2012

The use of coordinating moieties as directing groups for the functionalization aromatic C-H bonds has become an established tool to enhance reactivity and induce regioselectivity. Nevertheless, with regard synthetic applicability activation, there is a growing interest in transformations which group can be fully abandoned, thus allowing direct simple benzene derivatives. However, this approach requires disclosure new strategies achieve control selectivity. In review, recent advances emerging field non-chelate-assisted activation are discussed, highlighting some most intriguing inspiring examples induction

Язык: Английский

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