Search results

article

A sequential synthesis of substituted furans from aryl alkynes and ketones involving a cerium(IV) ammonium nitrate (CAN)-mediated oxidative cyclization

Sridhar Undeela, Joshi P. Ramchandra, Rajeev S. Menon, S. Undeela, more

Tetrahedron Letters > 2014 > 55 > 41 > 5667-5670

A convenient, two-step synthesis of substituted furans from readily available aryl alkynes and ketones is reported. The furan-forming oxidative cyclization is mediated by the combination of cerium(IV) ammonium nitrate and potassium bromide and can be carried out in an open flask.

article

Riparian Spiders: Sentinels of Polychlorinated Dibenzo‐p‐dioxin and Dibenzofuran–Contaminated Sediment

Gale B. Beaubien, Dalon P. White, David M. Walters, Ryan R. Otter, more

Environmental Toxicology and Chemistry > 42 > 2 > 414 - 420

Polychlorinated dibenzo‐p‐dioxin and polychlorinated dibenzofuran (PCDD/F) are persistent, toxic, and bioaccumulative. Currently, PCDD/F monitoring programs primarily use fish and birds with potentially large home ranges to monitor temporal trends over broad spatial scales; sentinel organisms that provide targeted sediment contaminant information across small geographic areas have yet to be developed...

article

Cross‐Linking of Biobased Monofunctional Furan Epoxy Monomer by Two Steps Process, UV Irradiation and Thermal Treatment

Lorenzo Pezzana, Giuseppe Melilli, Nathanael Guigo, Nicolas Sbirrazzuoli, more

Macromolecular Chemistry and Physics > 224 > 1 > n/a - n/a

Among the new generation of green polymers, furan monomers are occupying a strategic role to produce both innovative biobased thermoplastic and thermoset. Herein, furfuryl glycidyl ether (FGE) is used as monomer to design two steps cured coating. Linear polymer chains are first produced by means of cationic UV technique. The UV reactivity of FGE is assessed by real‐time Fourier Transform Infrared...

article

Badanie zawartości pochodnych furanu w biowęglach otrzymanych przez pirolizę odpadów roślinnych

Jarosław Molenda, Bernadetta Kaźmierczak

Przemysł Chemiczny > 2022 > T. 101, nr 7 > 465--469

Przedstawiono wyniki badań zawartości związków furanowych w biowęglach otrzymanych w wyniku pirolizy biomasy (słoma pszenna, pestki wiśni, słoma lniana i odpady kukurydziane) przeprowadzonej w różnych warunkach termicznych. Zawartość związków furanowych oznaczano w acetronitrylowych ekstraktach z biowęgli za pomocą HPLC z detekcją UV. Stwierdzono, że przy zastosowaniu wyższych temperatur pirolizy...

article

Designing End‐of‐Life Recyclable Polymers via Diels–Alder Chemistry: A Review on the Kinetics of Reversible Reactions

Paul van den Tempel, Francesco Picchioni, Ranjita K. Bose

Macromolecular Rapid Communications > 43 > 13 > n/a - n/a

The purpose of this review is to critically assess the kinetic behavior of the furan/maleimide Diels–Alder click reaction. The popularity of this reaction is evident and still continues to grow, which is likely attributed to its reversibility at temperatures above 100 °C, and due to its biobased “roots” in terms of raw materials. This chemistry is used to form thermoreversible crosslinks in polymer...

article

Evaluation of genetic divergence of coffee genotypes using the volatile compounds and sensory attributes profile

Jéssica Louzada Machado, Marcelo Antonio Tomaz, José Maria Rodrigues da Luz, Vanessa Moreira Osório, more

Journal of Food Science > 87 > 1 > 383 - 395

Abstract The quality of the coffee beverage is related to the chemical, physical, and sensory attributes of the coffee beans that vary with the geographic location of the crop, genetic factors, and post‐harvest processing. So, the objective of this study was to evaluate the genetic divergence of 27 genotypes of Coffea canephora using the volatile compounds and sensory attributes profile to select...

article

Indium‐Catalysed Transfer Hydrogenation for the Reductive Cyclisation of 2‐Alkynyl Enones towards Trisubstituted Furans

Luomo Li, Sascha Kail, Sebastian M. Weber, Gerhard Hilt

Angewandte Chemie International Edition > 60 > 44 > 23661 - 23666

Indium tribromide catalysed the transfer hydrogenation from dihydroaromatic compounds, such as the commercially available γ‐terpinene, to enones, which resulted in the cyclisation to trisubstituted furan derivatives. The reaction was initiated by a Michael addition of a hydride nucleophile to the enone subunit followed by a Lewis‐acid‐assisted cyclisation and the formation of a furan–indium intermediate...

article

Oxidative Rearrangement of 2‐(2‐Aminobenzyl)furans: Synthesis of Functionalized Indoles and Carbazoles

Anton A. Merkushev, Anton S. Makarov, Pavel M. Shpuntov, Vladimir T. Abaev, more

European Journal of Organic Chemistry > 2021 > 8 > 1274 - 1285

2‐(2‐Acylvinyl)indoles obtained by oxidative rearrangement of substituted 2‐(2‐aminobenzyl)furans could be used to construct structural analogues of antifungal alkaloids caulindoles A−D as well as other indole‐derived molecules and substituted carbazoles by introducing new reaction centers into the structure of starting materials or by synthetic manipulation with functional groups of the obtained...

article

Modular Synthesis of Furans with up to Four Different Substituents by a trans‐Carboboration Strategy

Hongming Jin, Alois Fürstner

Angewandte Chemie International Edition > 59 > 32 > 13618 - 13622

Propargyl alcohols, on treatment with MHMDS (M=Na, K), B₂(pin)₂, an acid chloride and a palladium/copper co‐catalyst system, undergo a reaction cascade comprised of trans‐diboration, regioselective acylation, cyclization and dehydration to give trisubstituted furylboronic acid pinacol ester derivatives in good yields; subsequent Suzuki coupling allows a fourth substituent of choice to be introduced...

article

Modular Synthesis of Furans with up to Four Different Substituents by a trans‐Carboboration Strategy

Hongming Jin, Alois Fürstner

Angewandte Chemie > 132 > 32 > 13720 - 13724

Propargyl alcohols, on treatment with MHMDS (M=Na, K), B₂(pin)₂, an acid chloride and a palladium/copper co‐catalyst system, undergo a reaction cascade comprised of trans‐diboration, regioselective acylation, cyclization and dehydration to give trisubstituted furylboronic acid pinacol ester derivatives in good yields; subsequent Suzuki coupling allows a fourth substituent of choice to be introduced...

article

Furfuryl Cation Induced Three‐Component Reaction to Synthesize Triazole‐Substituted Thioesters

Ying Zhong, Xiaoming Xu, Qingzhao Xing, Song Yang, more

European Journal of Organic Chemistry > 2020 > 22 > 3251 - 3256

A furfuryl cation induced three‐component thioesterification reaction between thiols, 5‐bromo‐2‐furylcarbinols and azides is reported. This metal‐free method relies on the acetyl chloride/HFIP‐mediated cascade formal [3+2] cycloaddition/ring‐opening/thioesterification, which allows the efficient construction of a series of complex triazole‐thioesters linked with an (Z)‐olefin. Selenols are also suitable...

article

Divergent Reaction Pathways of β‐Chlorovinyl Ketones: Microwave‐Assisted Thermal Nazarov Cyclization versus Cycloisomerization via Soft Vinyl Enolization

Hun Young Kim, Kyungsoo Oh

Advanced Synthesis & Catalysis > 362 > 6 > 1391 - 1398

Divergent reaction pathways of β‐chlorovinyl ketones have been established to provide stereodefined alkylidenecyclopent‐2‐enones and 2‐alkenylfuran derivatives. The switch of the reaction pathways was made possible by the microwave‐assisted thermal Nazarov cyclization reaction of β‐chlorovinyl ketones, whereas the soft α‐vinyl enolization of β‐chlorovinyl ketones allowed the generation of allenyl...

article

Iron‐Promoted Reductive Ring‐Opening and Isomerization Reactions of C4‐Alkynylisoxazoles Leading to 2‐Alkynylenaminones and Polysubstituted Furans

Wen Yang, Yu Chen, Yongqi Yao, Qifu Lin, more

Advanced Synthesis & Catalysis > 361 > 24 > 5634 - 5642

A new iron(III)‐promoted reductive ring‐opening and isomerization reactions of C4‐alkynylisoxazoles in the oxidized N‐methylpyrrolidone (NMP*) was reported. By changing the substituents at the C3 and C5 position of the isoxazole ring, the reaction selectively produced 2‐alkynylenaminones and polysubstituted furans in good to excellent yields. It was very interesting that large group at the C3 or C5...

article

Mechanistic Divergence in the Hydrogenative Synthesis of Furans and Butenolides: Ruthenium Carbenes Formed by gem‐Hydrogenation or through Carbophilic Activation of Alkynes

Sebastian Peil, Alois Fürstner

Angewandte Chemie International Edition > 58 > 51 > 18476 - 18481

Enynes with a tethered carbonyl substituent are converted into substituted furan derivatives upon hydrogenation using [Cp*RuCl]₄ as the catalyst. Paradoxically, this transformation can occur along two distinct pathways, each of which proceeds via discrete pianostool ruthenium carbenes. In the first case, hydrogenation and carbene formation are synchronized (“gem‐hydrogenation”), whereas the second...

article

Butenolide Derivatives of Biobased Furans: Sustainable Synthetic Dyes

Jan Saska, Zheng Li, Andrew L. Otsuki, Jiahui Wei, more

Angewandte Chemie International Edition > 58 > 48 > 17293 - 17296

The dye and pigment manufacturing industry is one of the most polluting in the world. Each year, over one million tons of petrochemical colorants are produced globally, the synthesis of which generates a large amount of waste. Naturally occurring, plant‐based dyes, on the other hand, are resource intensive to produce (land, water, energy), and are generally less effective as colorants. Between these...

article

Origins and Behavior of Dioxins and Furans in Zinc-Bearing Dust

L. M. Simonyan, N. V. Demidova

Steel in Translation > 2019 > 49 > 7 > 454-459

The use of zinc-bearing (galvanized) scrap as a batch component in electrosmelting produces dust from which nonferrous metals may be extracted. However, the behavior of chlorine and its components in electrosmelting dust containing zinc and lead has not been adequately studied. Research shows that chlorine and its compounds in electrosmelting batch and hence in the arc-furnace emissions must be regarded...

article

Photochemical Alkene Isomerization for the Synthesis of Polysubstituted Furans and Pyrroles under Neutral Conditions

Johannes C. L. Walker, Simon Werrel, Timothy J. Donohoe

Chemistry – A European Journal > 25 > 57 > 13114 - 13118

A photochemical approach to polysubstituted heterocycles using UV‐induced alkene isomerization is described. The method allows for the synthesis of disubstituted furans and pyrroles under mild and neutral conditions and also provides access to a class of trisubstituted furans pertinent to natural‐product synthesis. The method has broad functional‐group tolerance and many richly decorated heterocycles...

article

A Formal [3+2] Annulation of β‐Oxoamides and 3‐Alkyl‐ or 3‐Aryl‐Substituted Prop‐2‐Ynyl Sulfonium Salts: Substrate‐Controlled Chemoselective Synthesis of Substituted γ‐Lactams and Furans

Bicheng Deng, Chitturi Bhujanga Rao, Rui Zhang, Jiacheng Li, more

Advanced Synthesis & Catalysis > 361 > 19 > 4549 - 4557

A substrate‐controlled synthesis of substituted γ‐lactams and furans has been developed via a formal [3+2] annulation of β‐oxoamides and 3‐alkyl/arylprop‐2‐ynyl sulfonium salts in the presence of cesium carbonate in a chemoselective manner. This novel protocol features easily available starting materials, mild reaction conditions, simple execution, and good to excellent yields of products.

article

Rhodium(III)‐Catalyzed Regioselective C−H Activation/Annulation for the Diverse Pyrazole‐Core Substituted Furans

Hongyun Cai, Raju S. Thombal, Xin Li, Yong Rok Lee

Advanced Synthesis & Catalysis > 361 > 17 > 4022 - 4032

A novel and facile regioselective synthetic method for polyfunctionalized furans involving rhodium(III)‐catalyzed pyrazole‐ or indazole‐directed dual C−H functionalization with diazodicarbonyls has been developed. This strategy provides rapid access to diverse tetrasubstituted furans bearing various pyrazoles or indazoles. This unprecedented one‐pot protocol proceeds via cascade C−H activation, metal‐carbene...

article

Selective conversion of furans to p‐xylene with surface‐modified zeolites

Lijuan Zhu, Minghui Fan, Yulan Wang, Shengfei Wang, more

Journal of Chemical Technology & Biotechnology > 94 > 9 > 2876 - 2887

BACKGROUND Owing to the growing consumption of oil and the negative environmental impacts, the production of p‐xylene (PX) from renewable biomass has gained significant attention recently. However, the major challenge for the production of PX from biomass or furans is how to improve the yield and selectivity of PX, along with reducing coke. RESULTS The para selectivity in the catalytic conversion...

INFONA - science communication portal

Search results

A sequential synthesis of substituted furans from aryl alkynes and ketones involving a cerium(IV) ammonium nitrate (CAN)-mediated oxidative cyclization

Riparian Spiders: Sentinels of Polychlorinated Dibenzo‐p‐dioxin and Dibenzofuran–Contaminated Sediment

Cross‐Linking of Biobased Monofunctional Furan Epoxy Monomer by Two Steps Process, UV Irradiation and Thermal Treatment

Badanie zawartości pochodnych furanu w biowęglach otrzymanych przez pirolizę odpadów roślinnych

Designing End‐of‐Life Recyclable Polymers via Diels–Alder Chemistry: A Review on the Kinetics of Reversible Reactions

Evaluation of genetic divergence of coffee genotypes using the volatile compounds and sensory attributes profile

Indium‐Catalysed Transfer Hydrogenation for the Reductive Cyclisation of 2‐Alkynyl Enones towards Trisubstituted Furans

Oxidative Rearrangement of 2‐(2‐Aminobenzyl)furans: Synthesis of Functionalized Indoles and Carbazoles

Modular Synthesis of Furans with up to Four Different Substituents by a trans‐Carboboration Strategy

Modular Synthesis of Furans with up to Four Different Substituents by a trans‐Carboboration Strategy

Furfuryl Cation Induced Three‐Component Reaction to Synthesize Triazole‐Substituted Thioesters

Divergent Reaction Pathways of β‐Chlorovinyl Ketones: Microwave‐Assisted Thermal Nazarov Cyclization versus Cycloisomerization via Soft Vinyl Enolization

Iron‐Promoted Reductive Ring‐Opening and Isomerization Reactions of C4‐Alkynylisoxazoles Leading to 2‐Alkynylenaminones and Polysubstituted Furans

Mechanistic Divergence in the Hydrogenative Synthesis of Furans and Butenolides: Ruthenium Carbenes Formed by gem‐Hydrogenation or through Carbophilic Activation of Alkynes

Butenolide Derivatives of Biobased Furans: Sustainable Synthetic Dyes

Origins and Behavior of Dioxins and Furans in Zinc-Bearing Dust

Photochemical Alkene Isomerization for the Synthesis of Polysubstituted Furans and Pyrroles under Neutral Conditions

A Formal [3+2] Annulation of β‐Oxoamides and 3‐Alkyl‐ or 3‐Aryl‐Substituted Prop‐2‐Ynyl Sulfonium Salts: Substrate‐Controlled Chemoselective Synthesis of Substituted γ‐Lactams and Furans

Rhodium(III)‐Catalyzed Regioselective C−H Activation/Annulation for the Diverse Pyrazole‐Core Substituted Furans

Selective conversion of furans to p‐xylene with surface‐modified zeolites

Filter options

Publication date

Content availability

Publication type

Publication language

Keywords

Data set

INFONA - science communication portal

Search results

Add recipient

Sending message cancelled

Are you sure you want to cancel sending this message?

Send message

Filter options

Publication date

Date range setting

Set the date range to filter the displayed results. You can set a starting date, ending date or both. You can enter the dates manually or choose them from the calendar.

Content availability

Publication type

Publication language

Keywords

Data set

Reporting an error / abuse

Sending the report failed

Accessibility options