Synthesis of 3-(2-quinolyl) chromones from ynones and quinolineN-oxidesviatandem reactions under transition metal- and additive-free conditions DOI
Jing Liu,

Dan Ba,

Yanhui Chen

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(29), P. 4078 - 4081

Published: Jan. 1, 2020

A novel method for the synthesis of 3-(2-quinolyl) chromones through a tandem [3+2] cycloaddition/ring-opening/O-arylation from ynones and quinoline N-oxides has been developed. This protocol proceeds under transition metal- additive-free conditions can be amplified to gram level in 91% yield. 3-(1-Isoquinolyl) 3-(2-pyridyl) are also successfully synthesized using isoquinoline pyridine basic conditions. Various heteroarene-contaning were afforded 30-98% yields, which difficult obtained compounds interest pharmaceutical chemistry chemical biology.

Language: Английский

Application of DMSO as a methylthiolating reagent in organic synthesis DOI
Xuemin Li, Xi Wang, Yadong Li

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(22), P. 4471 - 4495

Published: Jan. 1, 2022

This review mainly focuses on the research progress achieved in synthesis of methylthiolated products using cheap and environmentally friendly DMSO as an SMe source.

Language: Английский

Citations

30

Rongalite as a Versatile Reagent in Organic Synthesis DOI Open Access
Huai‐Yu Wang, Xiang‐Long Chen, Yan‐Dong Wu

et al.

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(23), P. 3388 - 3400

Published: June 24, 2023

Comprehensive Summary This review provides a comprehensive summary of progress to date in the utilization rongalite as versatile reagent organic synthesis, with focus on recent researches. The contents have been organized according functions exhibited by rongalite. Reaction mechanisms are provided, demonstrating multifaceted roles this compound various transformations, including sulfone, C1 or masked proton source and single electron donor reducing agent.

Language: Английский

Citations

17

A Review on Molecular Iodine Catalyzed/Mediated Multicomponent Reactions DOI

Monika,

Chander Chander,

Sita Ram

et al.

Asian Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 12(1)

Published: Nov. 26, 2022

Abstract In multicomponent reactions, three or more reactants combine in one pot to form a product without the isolation of intermediate and most contribute newly formed reducing number steps involved waste generated. Molecular iodine is mild, efficient, relatively nontoxic, inexpensive, commercially available, catalyzes various organic reactions due its Lewis acidic behaviour. The development catalyzed by molecular indeed good green alternative for synthetic chemistry. aim this article review all important reported since 2013 order envisage some new efficient protocols synthesis structurally complex molecules.

Language: Английский

Citations

20

Base controlled rongalite-mediated reductive aldol/cyclization and dimerization of isatylidene malononitriles/cyanoacetates DOI
Suryakant S. Chaudhari, Chandrakant B. Nichinde, Baliram R. Patil

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(8), P. 1727 - 1732

Published: Jan. 1, 2024

In this study, we developed a novel methodology involving base-controlled, rongalite-mediated reductive/aldol reaction, followed by cyclization of isatylidene malononitriles/cyanoacetates, resulting in the synthesis spiro[2,3-dihydrofuran-3,3'-oxindole]. Additionally, have disclosed dimerization process for malononitriles, yielding dispiro[cyclopent-3'-ene]bisoxindole. The utilization rongalite reaction serves dual purpose, acting both as reducing agent and C1 synthon. approach has several advantages like simple setup, wide substrate scope, requiring less time, using water green solvent, no metal or catalyst is required products can be easily isolated

Language: Английский

Citations

4

Copper-Catalyzed Multicomponent Coupling Reaction of Primary Aromatic Amines, Rongalite, and Alkynes: Access to N-Aryl Propargylamines DOI
Miao Wang, Huiying Ren, Xiaolu Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(11), P. 8220 - 8229

Published: May 16, 2024

In this work, a practical copper-catalyzed multicomponent coupling reaction of primary aromatic amines, rongalite, and alkynes for the direct synthesis N-aryl propargylamines has been developed. This method could overcome substrate limitation in A3 reactions formaldehyde, alkynes. Mechanistic studies revealed that rongalite acts as not only active C1 unit but also accelerator to activate situ-generated N-arylmethanimines with is highly efficient features broad scope, well utility scale-up converting corresponding product into useful heterocyclic skeletons.

Language: Английский

Citations

4

Research progress of self-organized reaction networks for cascade reactions DOI

Yong‐Xing Tang,

An‐Xin Wu

Tetrahedron, Journal Year: 2024, Volume and Issue: 166, P. 134210 - 134210

Published: Aug. 27, 2024

Language: Английский

Citations

4

Potassium tert-Butoxide-Mediated Condensation Cascade Reaction: Transition Metal-Free Synthesis of Multisubstituted Aryl Indoles and Benzofurans DOI
Pengfei Yang,

Wei‐Yan Xu,

Rongchao Wang

et al.

Organic Letters, Journal Year: 2019, Volume and Issue: 21(10), P. 3658 - 3662

Published: April 26, 2019

An efficient and facile method to synthesize valuable disubstituted 2-aryl indoles benzofurans in good yields has been demonstrated, based on a tert-butoxide-mediated condensation reaction involving vinyl sulfoxide intermediate. Products are obtained from N- or O-benzyl benzaldehydes using dimethyl as carbon source. The methodology features wide functional group tolerance transition metal-free environment. Preliminary mechanistic studies suggest that the involves tandem aldol reaction/Michael addition/dehydrosulfenylation/isomerization sequence through an ionic protocol.

Language: Английский

Citations

32

New Dimensions in Rongalite Chemistry: The Land of Opportunities in Organic Synthesis and Material Sciences DOI
Rashid Ali

ChemistrySelect, Journal Year: 2020, Volume and Issue: 5(34), P. 10795 - 10815

Published: Sept. 10, 2020

Abstract Rongalite, first time reported in the chemical structure 1905, also known as bruggolite or sodium formaldehyde sulfoxylate, having good solubility and stability organic media, is not only a cheap commercially available (in kg amount) reagent with range of industrial applications for instance emulsion polymerization, an excellent decolouring agent, antioxidant pharmaceutical development, antidote heavy metals, but used effective regents plethora reactions particularly redox powerful reducing agent. More interestingly, recent years, it has shown its impact material sciences preparation CdTe, CoTe 2 , Ag Se thin films, nanowire networks, hollow nanospheres, copper nanoparticles (Cu‐Nps), CdTe‐quantum dots so forth. Keeping mind importance this vital both chemistry well sciences, herein I intended to report developments along brief overview old literature wherever necessary showcase utility valuable reagent. This particular review article covers environmentaly benign synthesis usefulness nanosciences been exposed time.

Language: Английский

Citations

29

Transition metal-free functionalization of 2-oxindolesviasequential aldol and reductive aldol reactions using rongalite as a C1 reagent DOI

Sivaparwathi Golla,

Swathi Jalagam,

Soumya Poshala

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(24), P. 4926 - 4932

Published: Jan. 1, 2022

Rongalite induced transition metal and hydride-free reductive aldol reaction is developed for 3-methylindoline-2-ones 3-(hydroxymethyl)-3-methylindolin-2-ones from 2-oxindoles. Here, plays a key role of being reductant C1 source.

Language: Английский

Citations

18

Synthesis of Tetrahydro-2H-thiopyran 1,1-Dioxides via [1+1+1+1+1+1] Annulation: An Unconventional Usage of a Tethered C–S Synthon DOI
Xiang‐Long Chen, Huai‐Yu Wang, Chun‐Yan Wu

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(41), P. 7659 - 7664

Published: Oct. 10, 2022

An unprecedented [1+1+1+1+1+1] annulation process has been developed for the construction of tetrahydro-2H-thiopyran 1,1-dioxides. Notably, rongalite acted as a tethered C-S synthon in this reaction and can be chemoselectively used triple C1 units source sulfone. Mechanistic investigation indicated that two different carbon-increasing models are involved which serves units.

Language: Английский

Citations

18