Palladium‐Catalyzed Synthesis of Benzofurans and Coumarins from Phenols and Olefins

Sharma, Upendra; Naveen, Togati; Maji, Arun; Manna, Srimanta; Maiti, Debabrata

doi:10.1002/anie.201305326

Cited by 208 publications

(96 citation statements)

References 132 publications

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“…A brief review of the literature revealed that several different strategies for the synthesis of the benzofuran core skeleton are known 1. Examples include McMurry coupling,1s Wittig olefination,1t Sonogashira coupling,1h and other methods 1u. The popular strategy involving a Sonogashira coupling/cyclization protocol using ethoxycarbonylethenyl‐derived 2‐halophenols and alkynes (Scheme , strategy 1) worked well for ailanthoidol,1h,1q but failed for egonol and other related compounds 1g.…”

Section: Introductionmentioning

confidence: 99%

Challenges of “Going Nano”: Enhanced Electrochemical Performance of Cobalt Oxide Nanoparticles by Carbothermal Reduction and In Situ Carbon Coating

Bresser¹,

Paillard²,

Niehoff³

et al. 2014

ChemPhysChem

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The electrochemical performance of nano- and micron-sized Co(3)O(4) is investigated, highlighting the substantial influence of the specific surface area on the obtainable specific capacities as well as the cycling stability. In fact, Co(3)O(4) materials with a high surface area (i.e. a small particle size) show superior specific features, which are, however, accompanied by a rapid capacity fading, owing to the increased formation of an insulating polymeric surface film that results from transition-metal-catalyzed electrolyte decomposition. The simultaneous coating with carbon of Co(3)O(4) nanoparticles and in situ reduction of the Co(3)O(4) by a carbothermal route yields a CoO-Co-C nanocomposite. The formation of this material substantially enhances the long-term cycling stability and coulombic efficiency of the lithium-ion active material used. Although the metallic cobalt enhances the electronic conductivity within the electrode and remains electrochemically inactive (as revealed by in situ powder X-ray diffraction analysis), it might have a detrimental effect on the long-term cycling stability by catalytically inducing continuous electrolyte decomposition.

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Section: Introductionmentioning

confidence: 99%

Challenges of “Going Nano”: Enhanced Electrochemical Performance of Cobalt Oxide Nanoparticles by Carbothermal Reduction and In Situ Carbon Coating

Bresser¹,

Paillard²,

Niehoff³

et al. 2014

ChemPhysChem

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“…[11] Additionally,t hey have also been frequently utilized as subunits for the construction of complex organic compounds and natural products. [14] While these protocols proved important in rapidly accessing 2-substituted fused furans with high yields,t he methods remained unsuccessful with vinylheteroarenes to produce di-heteroaryls. Recently,anumber of different synthetic routes have been articulated to afford this privileged class of molecules.…”

mentioning

confidence: 99%

Regioselective Synthesis of Fused Furans by Decarboxylative Annulation of α,β‐Alkenyl Carboxylic Acid with Cyclic Ketone: Synthesis of Di‐Heteroaryl Derivatives

et al. 2019

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a,b-Alkenyl carboxylicacids undergo Cu II -mediated decarboxylative annulation reactions with aliphatic cyclic ketones to provides ynthetically valuable di-heterocycles.T he annulation process tolerates avariety of aliphatic ketones and heterocyclic alkenyl carboxylic acids,p roducing substituted fused furan derivatives with complete regioselectivity.T he current protocol offers as ynthetically applicable pathway to construct avariety of oligo-heterocycles through Cu-mediated single-electron transfer and decarboxylation. Notably,s ynthesis of relatively inaccessible di-heterocycles has been achieved successfully using this protocol.

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“…Similar reactivity was found using simple phenols as starting materials. 70 Scheme 42. Pd(II)-catalyzed synthesis of indoles from simple anilines.…”

Section: Annulations Involving Tandem Additioncyclization Processesmentioning

confidence: 99%

Metal‐Catalyzed Annulations through Activation and Cleavage of C−H Bonds

2016

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Abstract:The exponential increase in the number of catalytic transformations that involve a metal-promoted activation of hitherto considered inert C-H bonds is promoting a paradigmatic change in the field of synthetic chemistry. While most reactions involving C-H activations consist of simple functionalizations or additions, recent years have witnessed a boost on related transformations that can be formally considered as cycloaddition processes. These transformations are particularly appealing from a synthetic perspective because they allow the conversion of readily available substrates into highly valuable cyclic products in a rapid and sustainable manner. In many cases, these annulations involve the formation of metallacyclic intermediates that resemble those proposed for standard metalcatalyzed cycloadditions of unsaturated precursors.

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Palladium‐Catalyzed Synthesis of Benzofurans and Coumarins from Phenols and Olefins

Cited by 208 publications

References 132 publications

Challenges of “Going Nano”: Enhanced Electrochemical Performance of Cobalt Oxide Nanoparticles by Carbothermal Reduction and In Situ Carbon Coating

Challenges of “Going Nano”: Enhanced Electrochemical Performance of Cobalt Oxide Nanoparticles by Carbothermal Reduction and In Situ Carbon Coating

Regioselective Synthesis of Fused Furans by Decarboxylative Annulation of α,β‐Alkenyl Carboxylic Acid with Cyclic Ketone: Synthesis of Di‐Heteroaryl Derivatives

Metal‐Catalyzed Annulations through Activation and Cleavage of C−H Bonds

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