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Literature DB >> 24712301

A solvent- and metal-free synthesis of 3-chacogenyl-indoles employing DMSO/I2 as an eco-friendly catalytic oxidation system.

Juliano B Azeredo¹, Marcelo Godoi, Guilherme M Martins, Claudio C Silveira, Antonio L Braga.

Abstract

Herein, we describe a solvent- and metal-free method for the synthesis of 3-chalcogenyl-indoles from indoles and diorganyl dichalcogenides using an equivalent amount of DMSO as an oxidant, under catalysis by molecular iodine. This mild and eco-friendly approach allowed the preparation of a wide range of 3-selenyl- and 3-sulfenyl-indoles in good to excellent yields.

Entities: Chemical

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Year: 2014 PMID： 24712301 DOI： 10.1021/jo5000779

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

7 in total

1. Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols.

Authors: Carlos V Doerner; Marcos R Scheide; Celso R Nicoleti; Daniele C Durigon; Vinícius D Idiarte; Martinho J A Sousa; Samuel R Mendes; Sumbal Saba; José S S Neto; Guilherme M Martins; Jamal Rafique; Antonio L Braga
Journal: Front Chem Date: 2022-05-17 Impact factor: 5.545

2. Controlled and cellulose eco-friendly synthesis and characterization of Bi₂O₂CO₃ quantum dot nanostructures (QDNSs) and drug delivery study.

Authors: Hojat Samarehfekri; Hamid Reza Rahimi; Mehdi Ranjbar
Journal: Sci Rep Date: 2020-12-04 Impact factor: 4.379

Review 3. "Green Is the Color": An Update on Ecofriendly Aspects of Organoselenium Chemistry.

Authors: Juliano B Azeredo; Filipe Penteado; Vanessa Nascimento; Luca Sancineto; Antonio L Braga; Eder João Lenardao; Claudio Santi
Journal: Molecules Date: 2022-02-28 Impact factor: 4.411

4. Visible-Light-Induced, Graphene Oxide-Promoted C3-Chalcogenylation of Indoles Strategy under Transition-Metal-Free Conditions.

Authors: Qing Huang; Xiangjun Peng; Hong Li; Haiping He; Liangxian Liu
Journal: Molecules Date: 2022-01-25 Impact factor: 4.411

A solvent- and metal-free synthesis of 3-chacogenyl-indoles employing DMSO/I2 as an eco-friendly catalytic oxidation system.

1. Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols.

2. Controlled and cellulose eco-friendly synthesis and characterization of Bi₂O₂CO₃ quantum dot nanostructures (QDNSs) and drug delivery study.

Review 3. "Green Is the Color": An Update on Ecofriendly Aspects of Organoselenium Chemistry.

4. Visible-Light-Induced, Graphene Oxide-Promoted C3-Chalcogenylation of Indoles Strategy under Transition-Metal-Free Conditions.

5. Metal- and photocatalyst-free synthesis of 3-selenylindoles and asymmetric diarylselenides promoted by visible light.

6. Ultrasound-promoted synthesis of 2-organoselanyl-naphthalenes using Oxone^® in aqueous medium as an oxidizing agent.

7. Copper-catalysed regioselective sulfenylation of indoles with sodium sulfinates.

A solvent- and metal-free synthesis of 3-chacogenyl-indoles employing DMSO/I2 as an eco-friendly catalytic oxidation system.

1. Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols.

2. Controlled and cellulose eco-friendly synthesis and characterization of Bi2O2CO3 quantum dot nanostructures (QDNSs) and drug delivery study.

Review 3. "Green Is the Color": An Update on Ecofriendly Aspects of Organoselenium Chemistry.

4. Visible-Light-Induced, Graphene Oxide-Promoted C3-Chalcogenylation of Indoles Strategy under Transition-Metal-Free Conditions.

5. Metal- and photocatalyst-free synthesis of 3-selenylindoles and asymmetric diarylselenides promoted by visible light.

6. Ultrasound-promoted synthesis of 2-organoselanyl-naphthalenes using Oxone® in aqueous medium as an oxidizing agent.

7. Copper-catalysed regioselective sulfenylation of indoles with sodium sulfinates.

2. Controlled and cellulose eco-friendly synthesis and characterization of Bi₂O₂CO₃ quantum dot nanostructures (QDNSs) and drug delivery study.

6. Ultrasound-promoted synthesis of 2-organoselanyl-naphthalenes using Oxone^® in aqueous medium as an oxidizing agent.