Rongalite-promoted metal-free aerobic ipso-hydroxylation of arylboronic acids under sunlight: DFT mechanistic studies

Golla, Sivaparwathi; Poshala, Soumya; Pawar, Ravinder; Kokatla, Hari Prasad

doi:10.1016/j.tetlet.2019.151539

Cited by 15 publications

(2 citation statements)

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“…They are also the key building blocks for the generation of diverse molecules spanning from agrochemicals, pharmaceuticals to polymers and materials . In this regard, quite recently Kokatla and his co‐workers have reported a simple method by employing rongalite in a metal‐free aerobic ipso ‐hydroxylation 227 of arylboronic acids 226 under sunlight in the presence of molecular oxidation where rongalite act as a radical initiator and O 2 as an oxidizing agent . Although, in their study, they have tried several other radical initiator but it was observed that rongalite suited best option for this wonderful strategy (Scheme ).…”

Section: Applications Of Rongalite Chemistry In Organic Synthesismentioning

confidence: 99%

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

Ali

2020

ChemistrySelect

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Rongalite, first time reported in the chemical structure in 1905, also known as bruggolite or sodium formaldehyde sulfoxylate, having good solubility and stability in organic media, is not only a cheap and commercially available (in kg amount) reagent with a range of industrial applications for instance emulsion polymerization, an excellent decolouring agent, antioxidant in pharmaceutical development, and an antidote for heavy metals, but also used as an effective regents in a plethora of organic reactions particularly in redox reactions as a powerful reducing agent. More interestingly, in recent years, it has also shown its impact in material sciences for the preparation of CdTe, CoTe2, and Ag2Se thin films, nanowire networks, hollow nanospheres, copper nanoparticles (Cu‐Nps), CdTe‐quantum dots and so forth. Keeping in mind the importance of this vital reagent in both organic chemistry as well as in material sciences, herein I intended to report the recent developments along with a brief overview of old literature wherever necessary to showcase the utility of this valuable reagent. This particular review article not only covers the applications of this environmentaly benign reagent in organic synthesis but also its usefulness in material sciences in particular nanosciences has been exposed for the first time.

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Section: Applications Of Rongalite Chemistry In Organic Synthesismentioning

confidence: 99%

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

Ali

2020

ChemistrySelect

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“…Kokatla achieved the preparation of phenols using in‐situ generated superoxide radial anions based on the electron donating properties of rongalite and ipso‐hydroxylation of arylboronic acids (Scheme 26). [ 31 ] These reactions proceeded in moderate to good yields. Taking phenylboronic acid as an example, under sunlight, an electron released from the rongalite reacts with oxygen to form a superoxide radial anion, which is added to phenylboronic acid to generate radical anion 26‐A .…”

Section: Applications Of Rongalite In Organic Synthesismentioning

confidence: 99%

Rongalite as a Versatile Reagent in Organic Synthesis^†

Wang,

Chen,

et al. 2023

Chin. J. Chem.

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

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Radical Reactions

Parsons,

Parsons

2024

Organic Reaction Mechanisms 2020

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Rongalite-promoted metal-free aerobic ipso-hydroxylation of arylboronic acids under sunlight: DFT mechanistic studies

Cited by 15 publications

References 69 publications

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

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

Rongalite as a Versatile Reagent in Organic Synthesis^†

Radical Reactions

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Rongalite-promoted metal-free aerobic ipso-hydroxylation of arylboronic acids under sunlight: DFT mechanistic studies

Cited by 15 publications

References 69 publications

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

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

Rongalite as a Versatile Reagent in Organic Synthesis†

Radical Reactions

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Product

Resources

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Rongalite as a Versatile Reagent in Organic Synthesis^†