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Literature DB >> 26343873

An unusual chemoselective oxidation strategy by an unprecedented exploration of an electrophilic center of DMSO: a new facet to classical DMSO oxidation.

Rajesh Chebolu¹, Ashish Bahuguna, Reena Sharma, Vivek Kumar Mishra, P C Ravikumar.

Abstract

A conceptually new dimethyl sulfoxide (DMSO) based oxidation process without the use of any activator has been demonstrated for the oxidation of active methylenes and benzhydrols. The developed protocol utilizes the electrophilic center of DMSO for oxidation, which was unexplored before. Mechanistic investigation has confirmed that the source of oxygen is DMSO.

Entities: Chemical

Year: 2015 PMID： 26343873 DOI： 10.1039/c5cc05713b

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

5 in total

1. Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors: Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal: Chem Rev Date: 2019-06-25 Impact factor: 60.622

2. I₂-Catalyzed Carbonylation of α-Methylene Ketones to Synthesize 1,2-Diaryl Diketones and Antiviral Quinoxalines in One Pot.

Authors: Lingkai Kong; Jieru Meng; Wenyue Tian; Jiazheng Liu; Xueping Hu; Zhi-Hong Jiang; Wei Zhang; Yanzhong Li; Li-Ping Bai
Journal: ACS Omega Date: 2021-12-21

An unusual chemoselective oxidation strategy by an unprecedented exploration of an electrophilic center of DMSO: a new facet to classical DMSO oxidation.

1. Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

2. I₂-Catalyzed Carbonylation of α-Methylene Ketones to Synthesize 1,2-Diaryl Diketones and Antiviral Quinoxalines in One Pot.

3. An iodine/DMSO-catalyzed sequential one-pot approach to 2,4,5-trisubstituted-1H-imidazoles from α-methylene ketones.

4. Investigation on the Synthesis, Application and Structural Features of Heteroaryl 1,2-Diketones.

5. The cumene/O₂ system: a very simple tool for the radical chain oxidation of some functional groups.

An unusual chemoselective oxidation strategy by an unprecedented exploration of an electrophilic center of DMSO: a new facet to classical DMSO oxidation.

1. Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

2. I2-Catalyzed Carbonylation of α-Methylene Ketones to Synthesize 1,2-Diaryl Diketones and Antiviral Quinoxalines in One Pot.

3. An iodine/DMSO-catalyzed sequential one-pot approach to 2,4,5-trisubstituted-1H-imidazoles from α-methylene ketones.

4. Investigation on the Synthesis, Application and Structural Features of Heteroaryl 1,2-Diketones.

5. The cumene/O2 system: a very simple tool for the radical chain oxidation of some functional groups.

2. I₂-Catalyzed Carbonylation of α-Methylene Ketones to Synthesize 1,2-Diaryl Diketones and Antiviral Quinoxalines in One Pot.

5. The cumene/O₂ system: a very simple tool for the radical chain oxidation of some functional groups.