Journal ArticleDOI
Rh(III)-Catalyzed Oxidative Annulation Leading to Substituted Indolizines by Cleavage of C(sp(2))-H/C(sp(3))-H Bonds.
Bingxue Shen,Bin Li,Baiquan Wang +2 more
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TLDR
Rhodium(III)-catalyzed oxidative annulation reactions of pyridinium trifluoromethanesulfonate salts with alkynes leading to substituted indolizines by cleavage of C(sp(2)-H/C(3))-H bonds are developed and provide a new efficient route to indolIZine derivatives.About:
This article is published in Organic Letters.The article was published on 2016-06-07. It has received 59 citations till now. The article focuses on the topics: Annulation & Indolizine.read more
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Journal ArticleDOI
Asymmetric Synthesis of Spiropyrazolones by Rhodium-Catalyzed C(sp2 )-H Functionalization/Annulation Reactions.
TL;DR: The use of a chiral SCpRh catalyst enabled the synthesis of a large range of spiropyrazolones with all-carbon quaternary stereogenic centers in up to 99 % yield and 98% ee from readily available substrates.
Journal ArticleDOI
Divergent Access to 1-Naphthols and Isocoumarins via Rh(III)-Catalyzed C-H Activation Assisted by Phosphonium Ylide.
TL;DR: Rh-catalyzed C-H activation of phenacyl phosphoniums in coupling with α-diazocarbonyl compounds has been realized with the assistance of a mutifunctional phosphonia ylidic directing group, providing expedient accesses to 1-naphthols and isocoumarins.
Journal ArticleDOI
In Situ Generation of Quinolinium Ylides from Diazo Compounds: Copper-Catalyzed Synthesis of Indolizine.
TL;DR: The Cu-catalyzed three-component reaction between quinolines, diazo compounds, and alkenes has been established for direct construction of indolizine derivatives via quinolinium ylides.
Journal ArticleDOI
One-Pot Regiospecific Synthesis of Indolizines: A Solvent-Free, Metal-Free, Three-Component Reaction of 2-(Pyridin-2-yl)acetates, Ynals, and Alcohols or Thiols
TL;DR: A novel approach for the synthesis of indolizines from 2-(pyridin-2-yl)acetates, ynals, and alcohols or thiols has been developed and demonstrates other attractive features such as widely available starting materials, mild conditions, good functional group tolerance, and high efficiency.
Journal ArticleDOI
Copper-mediated oxidative [3 + 2]-annulation of nitroalkenes and pyridinium ylides: general access to functionalized indolizines and efficient synthesis of 1-fluoroindolizines.
Vladimir A. Motornov,Andrey A. Tabolin,Yulia V. Nelyubina,Valentine G. Nenajdenko,Sema L. Ioffe +4 more
TL;DR: First synthesis of monofluorinated [3,2,2]cyclazines was demonstrated via oxidative annulation of 3-unsubstituted fluoroindolizines with diethyl acetylene dicarboxylate through application of the copper(ii) acetate-2,6-lutidine system.
References
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C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticals
TL;DR: This Review provides an overview of C-H bond functionalization strategies for the rapid synthesis of biologically active compounds such as natural products and pharmaceutical targets.
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Ruthenium(II)-Catalyzed C–H Bond Activation and Functionalization
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C–C, C–O and C–N bond formation via rhodium(III)-catalyzed oxidative C–H activation
Guoyong Song,Fen Wang,Xingwei Li +2 more
TL;DR: The facile construction of C-E (E = C, N, S, or O) bonds makes Rh(III) catalysis an attractive step-economic approach to value-added molecules from readily available starting materials.
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Catalytic Functionalization of C(sp2) ? H and C(sp3) ? H Bonds by Using Bidentate Directing Groups
Guy Rouquet,Naoto Chatani +1 more
TL;DR: It would, therefore, appear that direct functionalization of substrates by activation of C-H bonds would eliminate the multiple steps and limitations associated with the preparation of functionalized starting materials.
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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.