A cascade process for the synthesis of ortho-formyl allyl aryl ethers and 2H-chromen-2-ol derivatives from arynes via trapping of o-quinone methide with an activated alkene

2019 ◽  
Vol 17 (2) ◽  
pp. 333-346 ◽  
Author(s):  
Abhilash Sharma ◽  
Pranjal Gogoi
Keyword(s):  
Transition Metal ◽  
Direct Synthesis ◽  
Quinone Methide ◽  
Cascade Process ◽  
Metal Free ◽  
Synthetic Strategy ◽  
Aryl Ethers ◽  
Three Component Coupling

A transition-metal free synthetic strategy for the direct synthesis of ortho-formyl substituted allyl aryl ethers and 2H-chromen-2-ol derivatives via a cascade three-component coupling of arynes, activated alkene and N,N-dimethylformamide.

Direct synthesis of ortho-methylthio allyl and vinyl ethers via three component reaction of aryne, activated alkene and DMSO

2020 ◽  
Vol 18 (14) ◽  
pp. 2727-2738 ◽  
Author(s):  
Hemanta Hazarika ◽  
Pranjal Gogoi
Keyword(s):  
Transition Metal ◽  
Direct Synthesis ◽  
Vinyl Ethers ◽  
Metal Free ◽  
Synthetic Strategy ◽  
Three Component Reaction ◽  
Three Component Coupling

A transition-metal free synthetic strategy for the direct synthesis of ortho-methylthio allyl and vinyl ethers via cascade three-component coupling of aryne, activated alkene and DMSO.

Synthesis of 6-substituted indoloquinazolinones from arynes and 2-acyl-4-quinazolinones: a transition-metal free C–N and C–C bond formation strategy

2020 ◽  
Vol 44 (41) ◽  
pp. 17938-17953
Author(s):  
Abhilash Sharma ◽  
Pranjal Gogoi
Keyword(s):  
Transition Metal ◽  
Direct Synthesis ◽  
Bond Formation ◽  
Reaction Vessel ◽  
Metal Free ◽  
Synthetic Strategy ◽  
Single Reaction

A versatile transition-metal free synthetic strategy has been developed for the direct synthesis of 6-substituted indoloquinazolinones from 2-acyl-4-quinazolinones and aryne precursors. This cascade strategy proceeds via successive C–N and C–C bond formation in a single reaction vessel.

Aryne insertion into the PO bond: one-pot synthesis of quaternary phosphonium triflates

2019 ◽  
Vol 17 (26) ◽  
pp. 6450-6460 ◽  
Author(s):  
Kashmiri Neog ◽  
Dhiraj Dutta ◽  
Babulal Das ◽  
Pranjal Gogoi
Keyword(s):  
Transition Metal ◽  
Phosphine Oxide ◽  
Direct Synthesis ◽  
One Pot ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Synthetic Strategy

A novel transition-metal free synthetic strategy for the direct synthesis of quaternary phosphonium triflates via insertion of aryne into phosphine oxide.

scholarly journals SO2F2-Mediated one-pot cascade process for transformation of aldehydes (RCHO) to cyanamides (RNHCN)

RSC Advances ◽  
2020 ◽  
Vol 10 (29) ◽  
pp. 17288-17292 ◽  
Author(s):  
Yiyong Zhao ◽  
Junjie Wei ◽  
Shuting Ge ◽  
Guofu Zhang ◽  
Chengrong Ding
Keyword(s):  
Transition Metal ◽  
Nitrogen Source ◽  
Functional Group ◽  
Cascade Process ◽  
One Pot ◽  
Metal Free ◽  
Work Up

Our gram-scale process uses abundant and inexpensive aldehydes, a clean nitrogen source, requires no additional carbon atoms, is transition-metal free, and features easy work-up and excellent functional group compatibility.

scholarly journals K2S2O8-Promoted Aryl Thioamides Synthesis from Aryl Aldehydes Using Thiourea as the Sulfur Source

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2225 ◽  
Author(s):  
Yongjun Bian ◽  
Xingyu Qu ◽  
Yongqiang Chen ◽  
Jun Li ◽  
Leng Liu
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Sulfur Atom ◽  
Coupling Reaction ◽  
Sulfur Source ◽  
Atom Transfer ◽  
Free Condition ◽  
Metal Free ◽  
Aryl Aldehydes ◽  
Three Component Coupling

Thiourea as a sulfur atom transfer reagent was applied for the synthesis of aryl thioamides through a three-component coupling reaction with aryl aldehydes and N,N-dimethylformamide (DMF) or N,N-dimethylacetamide (DMAC). The reaction could tolerate various functional groups and gave moderate to good yields of desired products under the transition-metal-free condition.

scholarly journals Et3N/DMSO-supported one-pot synthesis of highly fluorescent β-carboline-linked benzothiophenones via sulfur insertion and estimation of the photophysical properties

2020 ◽  
Vol 16 ◽  
pp. 1740-1753 ◽  
Author(s):  
Dharmender Singh ◽  
Vipin Kumar ◽  
Virender Singh
Keyword(s):  
Transition Metal ◽  
Elemental Sulfur ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
One Pot ◽  
Light Emitting ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Synthetic Strategy ◽  
Reaction Proceeds

A robust transition-metal-free strategy is presented to access novel β-carboline-tethered benzothiophenone derivatives from 1(3)-formyl-β-carbolines using elemental sulfur activated by Et3N/DMSO. This expeditious catalyst-free reaction proceeds through the formation of β-carboline-based 2-nitrochalcones followed by an incorporation of sulfur to generate multifunctional β-carboline-linked benzothiophenones in good to excellent yields. The synthetic strategy could also be extended towards the synthesis of β-carboline-linked benzothiophenes. Moreover, the afforded products emerged as promising fluorophores and displayed excellent light-emitting properties with quantum yields (ΦF) up to 47%.

scholarly journals Straightforward Strategies for the Preparation of NH-Sulfox­imines: A Serendipitous Story

Synlett ◽  
2017 ◽  
Vol 28 (19) ◽  
pp. 2525-2538 ◽  
Author(s):  
James Bull ◽  
Renzo Luisi ◽  
Leonardo Degennaro
Keyword(s):  
Transition Metal ◽  
Physicochemical Properties ◽  
Direct Synthesis ◽  
Transition Metal Catalysts ◽  
Hypervalent Iodine ◽  
Reaction Conditions ◽  
One Pot ◽  
Metal Free ◽  
Recent Developments ◽  
New Procedures

Sulfoximines are emerging as valuable new isosteres for use in medicinal chemistry, with the potential to modulate physicochemical properties. Recent developments in synthetic strategies have made the unprotected ‘free’ NH-sulfoximine group more readily available, facilitating further study. This account reviews approaches to NH-sulfoximines, with a focus on our contribution to the field. Starting from the development of catalytic strategies involving transition metals, more sustainable metal-free processes have been discovered. In particular, the use of hypervalent iodine reagents to mediate NH-transfer to sulfoxides is described, along with an assessment of the substrate scope. Furthermore, a one-pot strategy to convert sulfides directly into NH-sulfoximines is discussed, with N- and O-transfer occurring under the reaction conditions. Mechanistic evidence for the new procedures is included as well as relevant synthetic applications that further exemplify the potential of these approaches.1 Introduction2 Strategies to Form NH-Sulfoximines Involving Transition-Metal Catalysts3 Metal-Free Strategies to Prepare NH-Sulfoximines4 Mechanistic Evidence for the Direct Synthesis of NH-Sulfoximines from Sulfoxides and Sulfides5 Further Applications6 Conclusion

ChemInform Abstract: Diazo- and Transition-Metal-Free C-H Insertion: A Direct Synthesis of β-Lactams.

ChemInform ◽  
2015 ◽  
Vol 46 (24) ◽  
pp. no-no
Author(s):  
Luis F. R. Gomes ◽  
Luis F. Veiros ◽  
Nuno Maulide ◽  
Carlos A. M. Afonso
Keyword(s):  
Transition Metal ◽  
Direct Synthesis ◽  
Metal Free

scholarly journals Base-Catalyzed Synthesis of Flavones via Thiol-Assisted Sequential Demethylation/Cyclization of 1-(2-methoxyphenyl)prop-2-yn-1-ones

2021 ◽  
Author(s):  
Ritiele Heck ◽  
Thiago Anjos ◽  
Maira R Giehl ◽  
Ricardo F Schumacher ◽  
Benhur Godoi
Keyword(s):  
Reaction Time ◽  
Secondary Metabolites ◽  
Transition Metal ◽  
Intramolecular Cyclization ◽  
Important Class ◽  
Short Reaction Time ◽  
Metal Free ◽  
Synthetic Strategy ◽  
Pharmacologically Active ◽  
Active Substances

Flavone and analogues represent an important class of biologically and pharmacologically active substances commonly found in the composition of diverse plants as part of the class of secondary metabolites. Herein, we have demonstrated an efficient and regioselective synthetic strategy for the preparation of functionalized flavones through sequential demethylation/6-endo-dig intramolecular cyclization of propyn-1-ones, using catalytic amounts of base in the presence of a thiol, by employing NMP as the solvent. The reactions proceeded smoothly under transition-metal-free and open to air conditions, furnishing the desired six-membered heterocycles in moderate to excellent yields, in short reaction time.

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