Journal ArticleDOI
Oxidative C–H/C–H Annulation of Imidazopyridines and Indazoles through Rhodium-Catalyzed Vinylene Transfer
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TLDR
A Rh-catalyzed C-H/C-H vinylene cyclization adopting vinylene carbonate as a "vinylene transfer" agent achieves the direct annulative π-extension of imidazole- and pyrazole-fused aromatics.About:
This article is published in Organic Letters.The article was published on 2020-04-13. It has received 60 citations till now. The article focuses on the topics: Annulation.read more
Citations
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Cp*M-Catalyzed Direct Annulation with Terminal Alkynes and Their Surrogates for the Construction of Multi-Ring Systems
Yuji Nishii,Masahiro Miura +1 more
TL;DR: Transition-metal-catalyzed C-H activation followed by oxidative cyclization with unsaturated coupling partners has been a valuable synthetic tool for the multiring molecular scaffolds as mentioned in this paper.
Journal ArticleDOI
Concise Synthesis of Isocoumarins through Rh-Catalyzed Direct Vinylene Annulation: Scope and Mechanistic Insight.
TL;DR: An efficient synthetic method of 3,4-unsubstituted isocoumarins adopting an electron-deficient CpERh complex as the catalyst is introduced and an unprecedented "rhodium shift" event within the catalytic cycle is found.
Journal ArticleDOI
Co(III)-Catalyzed Annulative Vinylene Transfer via C–H Activation: Three-Step Total Synthesis of 8-Oxopseudopalmatine and Oxopalmatine
TL;DR: The Co(III)-catalyzed redox-neutral annulation of benzamides and acrylamides with vinylene carbonate for the synthesis of isoquinolinones and pyridinones has been developed, affording the target products with good to excellent yields.
Journal ArticleDOI
Ruthenium(II)-Catalyzed C-C/C-N Coupling of 2-Arylquinazolinones with Vinylene Carbonate: Access to Fused Quinazolinones.
TL;DR: In this paper, a ruthenium(II)-catalyzed C-C/C-N annulation of 2-arylquinazolinones with vinylene carbonate is reported to synthesize fused quinazolinone.
Journal ArticleDOI
RhIII-Catalyzed formal [5 + 1] cyclization of 2-pyrrolyl/indolylanilines using vinylene carbonate as a C1 synthon
TL;DR: In this paper, a rhodium(III)-catalyzed formal C-H [5 + 1] cyclization of 2-pyrrolyl/indolylanilines with vinylene carbonate has been explored towards the potent assembly of diverse 4-methylpyrrolo[1,2-a]quinoxalines.
References
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Journal ArticleDOI
Rhodium-Catalyzed C-C Bond Formation via Heteroatom-Directed C-H Bond Activation
TL;DR: This review focuses on Rh-catalyzed methods for C-H bond functionalization, which have seen widespread success over the course of the last decade and are discussed in detail in the accompanying articles in this special issue of Chemical Reviews.
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Oxidative Coupling of Aromatic Substrates with Alkynes and Alkenes under Rhodium Catalysis
Tetsuya Satoh,Masahiro Miura +1 more
TL;DR: Aromatic substrates with oxygen- and nitrogen-containing substituents undergo oxidative coupling with alkynes and alkenes under rhodium catalysis through regioselective C-H bond cleavage, creating fused-ring systems through these reactions.
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A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.
Carlo Sambiagio,David Schönbauer,Remi Blieck,Toan Dao-Huy,Gerit Pototschnig,Patricia Schaaf,Thomas Wiesinger,Muhammad Farooq Zia,Joanna Wencel-Delord,Tatiana Besset,Bert U. W. Maes,Michael Schnürch +11 more
TL;DR: The present review is devoted to summarizing the recent advances (2015–2017) in the field of metal-catalysed group-directed C–H functionalisation.
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Rhodium(III)-catalyzed heterocycle synthesis using an internal oxidant: improved reactivity and mechanistic studies.
TL;DR: Concerted metalation-deprotonation (CMD) is now proposed to be the turnover limiting step and DFT calculations conducted on this system agree with a stepwise C-N bond reductive elimination/N-O bond oxidative addition mechanism to afford the desired heterocycle.
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Alkenylation of Arenes and Heteroarenes with Alkynes.
TL;DR: This review is focused on the analysis of current data on new methods of alkenylation of arenes and heteroarenes with alkynes by transition metal catalyzed reactions, Bronsted/Lewis acid promoted transformations, and others.