Utilization of methanol and ethanol for 3,3′-bis(indolyl)methane synthesis through activation of peroxymonosulfate over a copper catalyst

Devi, Arpita; Bharali, Mrinmoy Manash; Biswas, Subir; Bora, Tonmoy J.; Nath, Jayashree; Lee, Seonghwan; Park, Hyung Wook; Saikia, Lakshi; Baruah, Manash J.; Bania, Kusum K.

doi:10.1039/d3gc00440f

Cited by 7 publications

(4 citation statements)

References 29 publications

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“…The morphological description of CuO has already been provided in our previous study. 13 Hence, the same is not included in this work. The SEM image of ZnO provided in ESI† showed the 2D architecture of nanoplates and the same was observed in the TEM image (Fig.…”

Section: Resultsmentioning

confidence: 99%

“…6 Moreover, in our recent study, it has been found that PMS can be easily activated by CuO in 3,3-bis(indolyl)methane formation, which complimented our present work of C2 trimer synthesis using CuO–ZnO/PMS as the catalytic system. 13…”

Section: Catalytic Studymentioning

confidence: 99%

“…While using methanol and ethanol as solvents, the percent yield was further reduced due to the formation of bis(indolyl)methane (BIM) as the side product (Table 1, entries 2 and 3) caused by the condensation of indoles with in situ generated formaldehyde and acetaldehyde. 13…”

Section: Catalytic Studymentioning

confidence: 99%

“…One of our recent studies has confirmed that CuO, either in the nano or bulk form, can activate PMS at RT. 13 Considering these facts in this work, a low-cost CuO–ZnO heterojunction photocatalyst was synthesized. The present protocol involved the activation of PMS by CuO–ZnO photocatalysts for the selective C2 trimerization of indoles under UV light irradiation (Scheme 1b).…”

Section: Introductionmentioning

confidence: 98%

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Photoactivation of peroxymonosulfate (PMS) over a CuO–ZnO p–n heterojunction for the selective C2 trimerization of indoles

Devi,

Bharali,

Lee

et al. 2024

Catal. Sci. Technol.

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Section: Resultsmentioning

confidence: 99%

Section: Catalytic Studymentioning

confidence: 99%

Section: Catalytic Studymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 98%

See 2 more Smart Citations

Photoactivation of peroxymonosulfate (PMS) over a CuO–ZnO p–n heterojunction for the selective C2 trimerization of indoles

Devi,

Bharali,

Lee

et al. 2024

Catal. Sci. Technol.

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Diaryliodonium Salt‐Mediated Radical Transformation of Indoles with Alcohols for the Synthesis of Unsymmetrical Bis(indolyl)methanes

Wang,

Jiang,

Lin

et al. 2024

Adv Synth Catal

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A method for the synthesis of unsymmetrical bis(indolyl)methanes (BIMs) using simple indoles and readily available alcohols as the coupling partners under both heat and 390–400 nm light conditions was developed. Detailed research of the mechanism demonstrated that the diaryliodonium salt‐mediated transformation undergoes a nucleophilic hydroxymethyl radical formation process. Moreover, the diaryliodonium salt‐mediated method is also applicable for synthesizing symmetrical BIMs.

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Heteroarylation of Organophosphonium Salts with Indoles in Water: Synthesis of Symmetrical and Unsymmetrical 3,3′‐Bisindolylmethane Derivatives.

Luo,

Ji,

et al. 2024

Eur J Org Chem

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A method for the synthesis of symmetrical and unsymmetrical 3,3'‐bis(indolyl)methanes (3,3'‐BIMs) has been developed through the direct heteroarylation of indolyl‐containing di(hetero)aryl phosphonium salts with indole derivatives in aqueous media. This metal‐free reaction proceeds smoothly under mild conditions, eliminating the need for hazardous solvents and expensive additives/catalysts typically used in conventional synthesis routes, thereby highlighting the synthetic practicality and efficiency of the process. The success of this approach is largely attributed to the role of water as a promoter, facilitating the C‐P bond functionalization of the phosphonium salts. Furthermore, the reaction demonstrates a broad substrate scope, good functional group tolerance, and excellent scalability. Moreover, the protocol can also be extended to the synthesis of triindolylmethane compound and diarylmethylated indole.

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Utilization of methanol and ethanol for 3,3′-bis(indolyl)methane synthesis through activation of peroxymonosulfate over a copper catalyst

Abstract: A greener and simple catalytic system is developed for the synthesis of biologically important 3,3′-Bisindolyl(methanes) (BIMs) using C1 and C2 alcohols as carbon source for the bridging methylene group. The...

Cited by 7 publications

References 29 publications

Photoactivation of peroxymonosulfate (PMS) over a CuO–ZnO p–n heterojunction for the selective C2 trimerization of indoles

Photoactivation of peroxymonosulfate (PMS) over a CuO–ZnO p–n heterojunction for the selective C2 trimerization of indoles

Diaryliodonium Salt‐Mediated Radical Transformation of Indoles with Alcohols for the Synthesis of Unsymmetrical Bis(indolyl)methanes

Heteroarylation of Organophosphonium Salts with Indoles in Water: Synthesis of Symmetrical and Unsymmetrical 3,3′‐Bisindolylmethane Derivatives.

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